102166-87-0Relevant articles and documents
Reaction of N-(1-Phenylalkylidene)benzylamines with Benzoyl Cyanides
Sakamoto, Masanori,Akiyama, Yasunobu,Furumi, Nobuko,Ishii, Keitaro,Tomimatsu, Yoshio,Date, Tadamasa
, p. 2623 - 2631 (2007/10/02)
Reactions of variuos aldimines 4a-f with 4-nitrobenzoyl cyanide (2b) gave the Reissert-type compounds 5a-f.However, reaction of N-(1-phenylpropylidene)benzylamine (7a) with 2b gave 1-benzyl-4-hydroxy-5-imino-3-methyl-4-(4-nitrophenyl)-2-phenyl-4,5-dihydropyrrole (8a).Similar reactions of 7b, 7c, and 12 with 2b gave the pyrrole derivatives 8b, 11, and 13, respectively.Next, the reaction of N-cyclohexylidenecyclohexylamine (14) with benzoyl cyanide (2a) was reexamined.The structure of the adduct 16 was different from that of the Reissert-type compound 15 described by Dornow and Luepfert.Keywords - Reissert reaction; benzoyl cyanide; 4-nitrobenzoyl cyanide; aldimine; ketimine; X-ray analysis; dihydropyrrole; cyclization