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A Benzoquinone Imine Assisted Ring‐Opening/Ring‐Closing Strategy of the RCOCHN 1 N 2 System: Dinitrogen Extrusion Reaction to Benzimidazoles
Author(s) -
Kumar Atul,
Ahmed Qazi Naveed
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700357
Subject(s) - chemistry , imine , ring (chemistry) , benzoquinone , extrusion , photochemistry , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
A mild, three‐component dinitrogen extrusion reaction proceeding at room temperature to give different 1,2‐disubstituted benzimidazoles from 2‐oxoaldehydes, 4‐azidophenol, and benzotriazoles was successfully developed. Mechanistically, this transformation occurs through the benzoquinone imine assisted ring opening/ring closing of a highly unstable RCOCHN 1 N 2 system.