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