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Reaction of β‐Bromo‐β,γ‐unsaturated Pyrroline Nitroxide Aldehydes and Nitriles with Aromatic N , S ‐Binucleophiles
Author(s) -
Bognár Balázs,
Varga Boglárka,
Kálai Tamás,
Csokona Viola,
Gulyás Fekete Gergely,
Sár Cecília,
Hideg Kálmán
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2850
Subject(s) - chemistry , pyrroline , benzothiazole , aldehyde , nitroxide mediated radical polymerization , nitrile , thiazine , medicinal chemistry , combinatorial chemistry , organic chemistry , copolymer , polymer , radical polymerization , catalysis
Reactions of β‐bromo‐β,γ‐unsaturated pyrroline nitroxide aldehyde ( 1 ) or nitrile ( 4 ) or their diamagnetic forms ( 5, 6 ) with 2‐aminothiophenol or 2‐mercaptobenzimidazole were evaluated. The reaction could be reproduced more easily with the application of O ‐acetyl derivatives of nitroxides to generate 2‐substituted‐benzothiazole, pyrrolo[3,4‐ b ]benzo[1,5]tiazepine scaffolds with 2‐aminothiophenol and benzimidazo[2,1‐ b ]pyrrolo[3,4‐ e ]‐[1,3]thiazine scaffold with 2‐mercaptobenzimidazole.