On April 24, 2020, Zhuo, Jun-Rui; Quan, Bao-Xue; Zhao, Jian-Qiang; Zhang, Ming-Liang; Chen, Yong-Zheng; Zhang, Xiao-Mei; Yuan, Wei-Cheng published an article.SDS of cas: 2510-01-2 The title of the article was Base-mediated [4+2] annulation of electron-deficient nitrobenzoheterocycles and α,α-dicyanoalkenes in water: Facile access to structurally diverse functionalized dibenzoheterocyclic compounds. And the article contained the following:
A base-mediated [4 + 2] annulation of electron-deficient nitrobenzoheterocycles with α,α-dicyanoalkenes for the synthesis of structurally diverse dibenzoheterocyclic compounds was reported. Reaction of 2-nitrobenzofurans/2-nitrobenzothiophenes with α,α-dicyanoalkenes afforded fused-benzofuran-carbonitrile derivatives and fused-benzothiophene-carbonitrile derivatives I [R1 = H, 10-Me, 10-Cl, etc.; R2 = H, 3-Me, 2-OMe, 4-Br, etc.; R3R4 = H, (CH2)2, OCH2, etc.; X = O, S]. Reaction between 3-nitrobenzothiophenes and α,α-dicyanoalkenes was developed to give fused-benzothiophene-carbonitrile derivatives II [R5 = H, 10-Me, 10-F, 10-Cl, 10-Ph; R6R7 = H, (CH2)2, OCH2, etc.]. Synthesis of fused-indole derivatives III [R8 = H, 10-F, 10-Cl, 11-Br; R9 = acetyl, tert-butyloxycarbonyl, tosyl; R10R11 = H, OCH2, (CH2)2, (CH2)3] by reaction of 3-nitroindoles and α,α-dicyanoalkenes was reported. Preparation of polycyclic heteroaromatic compounds IV [R12 = H, 10-OMe, 10-F, etc.] via oxidative dehydrogenation of some of the fused-benzofuran-carbonitrile derivatives I was reported. The reaction proceeded smoothly via a tandem vinylogous Michael addition/cyclization/tautomerization/elimination process in water with cesium carbonate as base, affording a wide range of dibenzofurans, dibenzothiophenes and carbazoles in good to high yields. The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).SDS of cas: 2510-01-2
The Article related to dibenzoheterocyclic compound green preparation, nitrobenzoheterocycle dicyanoalkene tandem annulation base mediated, polycyclic heteroaromatic compound preparation, fused benzofuran carbonitrile derivative oxidative dehydrogenation, amino phenyl dihydrophenanthrobenzofuran carbonitrile preparation and other aspects.SDS of cas: 2510-01-2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts