Zhong, De’s team published research in Advanced Synthesis & Catalysis in 2020-11-17 | 21667-62-9

Advanced Synthesis & Catalysis published new progress about [3+2] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Zhong, De; Jiang, Feng; Shen, Siyong; Wang, Lan; Wang, Wei; Wu, Yongjun; Xiao, Yumei; Guo, Hongchao published the artcile< Formal [3+2] Annulation of Copper-Allenylidenes with 3-Oxo-3-Arylpropanenitriles: Synthesis of Tetrasubstituted Furans>, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is cyano methyl arylfuranyl phenyl methylbenzenesulfonamide preparation; ethynyl benzoxazinanone oxo arylpropanenitrile decarboxylative annulation copper catalyst.

The copper-catalyzed decarboxylative [3+2] annulation of ethynyl benzoxazinanones with 3-oxo-3-arylpropanenitriles was developed to produce tetrasubstituted furan derivatives I [R = Ph, 4-MeOC6H4, 4-pyridyl, etc.; R1 = H, 6-Me, 7-Cl, etc.] in moderate to high yield. This reaction was generally compatible with a wide range of substrates. Notably, the intermediate copper-allenylidenes worked as a C2 synthon in the cycloaddition reaction.

Advanced Synthesis & Catalysis published new progress about [3+2] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yu, Shuling’s team published research in Advanced Synthesis & Catalysis in 2020 | 21667-62-9

Advanced Synthesis & Catalysis published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Yu, Shuling; Lv, Ningning; Liu, Zhanxiang; Zhang, Yuhong published the artcile< Cu(II)-Mediated C-C/C-O Bond Formation via C-H/C-C Bond Cleavage: Access to Benzofurans Using Amide as a Traceless Directing Group>, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is benzofuran preparation; benzamide benzoylacetonitrile heterocyclization copper catalyst.

A copper-mediated synthesis of 2,3-disubstituted benzofurans I (R1 = H, 5-F, 3-Cl, 5-NO2, etc.; R2 = 4-MeC6H4, 4-FC6H4, 2-thienyl, etc.) with the assistance of an 8-aminoquinolyl auxiliary is described from readily available benzamides R1C6H4C(O)NHQ (Q=) and benzoylacetonitriles R2C6H4C(O)CH2CN. In this reaction, the C-C bond is successfully constructed via C-H activation, and C-O bond is subsequently formed at the original position of the amide group in a one-pot manner. The amide directing group is detached simultaneously under the reaction conditions through C-C bond cleavage. Surprisingly, the distinct isoquinolinone products II (R3 = H, 6-Me, 6-NO2, 7-CF3; R4 = H, Me) can be achieved by changing the reaction conditions using ammonia as amine source.

Advanced Synthesis & Catalysis published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Chong’s team published research in Angewandte Chemie, International Edition in 2021-04-19 | 21667-62-9

Angewandte Chemie, International Edition published new progress about Cyclopentanones Role: SPN (Synthetic Preparation), PREP (Preparation) (3-aryl-2,2-disubstituted). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Liu, Chong; Yuan, Jing; Zhang, Zhenfeng; Gridnev, Ilya D.; Zhang, Wanbin published the artcile< Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C3-Chirogenic Center>, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is arylcyclopentanone enantioselective preparation; rhodium catalyst enantioselective intramol hydroacylation arylenal alkene isomerization; mechanism transition state energy rhodium catalyzed enantioselective hydroacylation arylenal; alkene isomerization; cycloketones; hydroacylation; rhodacycle; β-H elimination.

A new transformation pattern for enantioselective intramol. hydroacylation has been developed involving an alkene isomerization strategy. Proceeding through a five-membered rhodacycle intermediate, 3-enals such as I (or their Z isomers) were converted to C3- or C3,C5-chirogenic cyclopentanones such as II with satisfactory yields, diastereoselectivities, and enantioselectivities. A catalytic cycle has been theor. calculated and the origin of the stereoselection is rationally explained.

Angewandte Chemie, International Edition published new progress about Cyclopentanones Role: SPN (Synthetic Preparation), PREP (Preparation) (3-aryl-2,2-disubstituted). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zeng, Ge’s team published research in Journal of Organic Chemistry in 2021-01-01 | 21667-62-9

Journal of Organic Chemistry published new progress about Addition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Computed Properties of 21667-62-9.

Zeng, Ge; Liu, Jichao; Shao, Yinlin; Zhang, Fangjun; Chen, Zhongyan; Lv, Ningning; Chen, Jiuxi; Li, Renhao published the artcile< Selective Synthesis of β-Ketonitriles via Catalytic Carbopalladation of Dinitriles>, Computed Properties of 21667-62-9, the main research area is dinitrile arylboronic acid palladium carbopalladation addition catalyst; ketonitrile preparation.

A practical, convenient, and highly selective method of synthesizing β-ketonitriles from the Pd-catalyzed addition of organoboron reagents to dinitriles has been developed. This method provides excellent functional-group tolerance, a broad scope of substrates, and the convenience of using com. available substrates. The method is expected to show further utility in future synthetic procedures.

Journal of Organic Chemistry published new progress about Addition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Computed Properties of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sheng, Cheng’s team published research in Chemistry – A European Journal in 2022-04-22 | 21667-62-9

Chemistry – A European Journal published new progress about [3+3] Cycloaddition reaction (regio-, stereoselective). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application In Synthesis of 21667-62-9.

Sheng, Cheng; Ling, Zheng; Ahmad, Tanveer; Xie, Fang; Zhang, Wanbin published the artcile< Copper-Catalyzed Regioselective [3+3] Annulations of Alkynyl Ketimines with α-Cyano Ketones: the Synthesis of Polysubstituted 4H-Pyran Derivatives with a CF3-Containing Quaternary Center>, Application In Synthesis of 21667-62-9, the main research area is trifluoromethyl pyran preparation regioselective enantioselective; alkynyl ketimine cyano ketone ring closing reaction copper catalyst; [3+3] annulations; copper catalyzed; polysubstituted 4H-pyran derivatives.

Regioselective [3+3] annulation of alkynyl ketimines R1CCC(=NR)(CF3) (R1 = benzyl, naphthalen-1-yl, triethylsilyl, etc.; R = Boc) with α-cyano ketones R2C(O)CH2CN (R2 = Et, 4-methylphenyl, thiophen-2-yl, etc.) for the synthesis of polysubstituted 4H-pyran derivatives I with a quaternary CF3-containing center has been realized by using Cu(OAc)2 as the catalyst. The novel strategy tolerates a wide range of α-CF3 alkynyl ketimines and α-cyano ketones with both aryl and alkyl substituents. A preliminary asym. synthesis of chiral product II (R3 = Ph, 4-MeC6H4, 4-ClC6H4, etc.; R4 = Boc, Cbz) has been attempted by using copper and chiral thiourea as the cocatalyst with excellent yields (86-99%) and good enantioselectivities (71-78% ee). Furthermore, product I (R = Boc; R1 = R2 = Ph) could be obtained on a gram-scale reaction with 75% yield and 99% ee after recrystallization Several products were also transformed readily. Control experiments indicate that the reaction involves a process with a base-catalyzed or chiral thiourea-catalyzed Mannich-type reaction followed by a highly regioselective copper-catalyzed ring-closing reaction on the alkynyl moiety in a 6-endo-dig fashion.

Chemistry – A European Journal published new progress about [3+3] Cycloaddition reaction (regio-, stereoselective). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application In Synthesis of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gonzalez-Fernandez, Rebeca’s team published research in Journal of Organometallic Chemistry in 2019-09-15 | 21667-62-9

Journal of Organometallic Chemistry published new progress about Amides, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Category: nitriles-buliding-blocks.

Gonzalez-Fernandez, Rebeca; Crochet, Pascale; Cadierno, Victorio published the artcile< Synthesis of β-hydroxyamides through ruthenium-catalyzed hydration/transfer hydrogenation of β-ketonitriles in water: Scope and limitations>, Category: nitriles-buliding-blocks, the main research area is ketonitrile preparation ruthenium catalyst tandem hydration transfer hydrogenation; hydroxyamide preparation.

A cascade process for the straightforward one-pot conversion of β-ketonitriles into β-hydroxyamides was reported. The process, that proceeded in water employing the arene-ruthenium(II) complex [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] as catalyst in combination with sodium formate involved the initial hydration of the β-ketonitrile substrates to generate the corresponding β-ketoamide intermediates which subsequently undergo the transfer hydrogenation (TH) of the carbonyl group. Employing a family of forty different β-ketonitriles featuring diverse substitution patterns, the scope and limitations of the processed was established.

Journal of Organometallic Chemistry published new progress about Amides, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tan, Xiangyu’s team published research in Organic Letters in 2022-06-24 | 21667-62-9

Organic Letters published new progress about [3+2] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Tan, Xiangyu; Gu, Qianqian; Yang, Xingjiang; Yang, Yingying; Hu, Bingwei; Mao, Shuai; Lin, Jun; Jin, Yi published the artcile< Palladium-Catalyzed [2+3] Cycloaddition/Cross-Coupling Reaction: Z/E and Diastereoselective Synthesis of Dendralene-Functionalized Dihydrofurans>, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is dendralene dihydrofuran preparation diastereoselective; allenyl acetate oxonitrile cycloaddition cross coupling palladium catalyst.

Herein, a Pd-catalyzed [2+3] cycloaddition/cross-coupling reaction of allenyl acetates R(OAc)CH=C=CH2 (R = Ph, 4-phenylphenyl, naphthalen-1-yl, thiophen-3-yl, etc.) for the Z/E selective and diastereoselective synthesis of dendralene-functionalized dihydrofurans I (R1 = Ph, 4-fluorophenyl, cyclopropyl, furan-2-yl, etc.) were described. Remarkably, mechanistic studies show the formation of an epoxide from a carbonyl bond via cycloaddition, which is practically and mechanistically significant for the construction of other bioactive heterocyclic epoxides. This research also revealed the utility and potential of allenic esters as C2 synthons and 1,2-biselectrophiles in cycloaddition reactions.

Organic Letters published new progress about [3+2] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Name: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tan, Xiangyu’s team published research in Organic Letters in 2022-06-24 | 21667-62-9

Organic Letters published new progress about [3+2] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Reference of 21667-62-9 .

Tan, Xiangyu; Gu, Qianqian; Yang, Xingjiang; Yang, Yingying; Hu, Bingwei; Mao, Shuai; Lin, Jun; Jin, Yi published the artcile< Palladium-Catalyzed [2+3] Cycloaddition/Cross-Coupling Reaction: Z/E and Diastereoselective Synthesis of Dendralene-Functionalized Dihydrofurans>, Reference of 21667-62-9 , the main research area is dendralene dihydrofuran preparation diastereoselective; allenyl acetate oxonitrile cycloaddition cross coupling palladium catalyst.

Herein, a Pd-catalyzed [2+3] cycloaddition/cross-coupling reaction of allenyl acetates R(OAc)CH=C=CH2 (R = Ph, 4-phenylphenyl, naphthalen-1-yl, thiophen-3-yl, etc.) for the Z/E selective and diastereoselective synthesis of dendralene-functionalized dihydrofurans I (R1 = Ph, 4-fluorophenyl, cyclopropyl, furan-2-yl, etc.) were described. Remarkably, mechanistic studies show the formation of an epoxide from a carbonyl bond via cycloaddition, which is practically and mechanistically significant for the construction of other bioactive heterocyclic epoxides. This research also revealed the utility and potential of allenic esters as C2 synthons and 1,2-biselectrophiles in cycloaddition reactions.

Organic Letters published new progress about [3+2] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Reference of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yu, Shuling’s team published research in Advanced Synthesis & Catalysis in 2020 | 21667-62-9

Advanced Synthesis & Catalysis published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, SDS of cas: 21667-62-9 .

Yu, Shuling; Lv, Ningning; Liu, Zhanxiang; Zhang, Yuhong published the artcile< Cu(II)-Mediated C-C/C-O Bond Formation via C-H/C-C Bond Cleavage: Access to Benzofurans Using Amide as a Traceless Directing Group>, SDS of cas: 21667-62-9 , the main research area is benzofuran preparation; benzamide benzoylacetonitrile heterocyclization copper catalyst.

A copper-mediated synthesis of 2,3-disubstituted benzofurans I (R1 = H, 5-F, 3-Cl, 5-NO2, etc.; R2 = 4-MeC6H4, 4-FC6H4, 2-thienyl, etc.) with the assistance of an 8-aminoquinolyl auxiliary is described from readily available benzamides R1C6H4C(O)NHQ (Q=) and benzoylacetonitriles R2C6H4C(O)CH2CN. In this reaction, the C-C bond is successfully constructed via C-H activation, and C-O bond is subsequently formed at the original position of the amide group in a one-pot manner. The amide directing group is detached simultaneously under the reaction conditions through C-C bond cleavage. Surprisingly, the distinct isoquinolinone products II (R3 = H, 6-Me, 6-NO2, 7-CF3; R4 = H, Me) can be achieved by changing the reaction conditions using ammonia as amine source.

Advanced Synthesis & Catalysis published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, SDS of cas: 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Subaramanian, Murugan’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2020 | 21667-62-9

Chemical Communications (Cambridge, United Kingdom) published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Reference of 21667-62-9 .

Subaramanian, Murugan; Ramar, Palmurukan M.; Rana, Jagannath; Gupta, Virendra Kumar; Balaraman, Ekambaram published the artcile< Catalytic conversion of ketones to esters via C(O)-C bond cleavage under transition-metal free conditions>, Reference of 21667-62-9 , the main research area is aryl ester preparation.

The catalytic conversion of ketones to esters ArC(O)OR [Ar = Ph, 2-furyl, 2-thienyl, etc.; R = Me, CN, Ph, etc.] via C(O)-C bond cleavage under transition-metal free conditions was reported. This catalytic process proceeded under solvent-free conditions and offers an easy operational procedure, broad substrate scope with excellent selectivity, and reaction scalability.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Reference of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts