Rhodium(III)‐Catalyzed Directed C−H Amidation of N‐Nitrosoanilines and Subsequent Formation of 1,2‐Disubstituted Benzimidazoles

An efficient rhodium‐catalyzed direct C−H amidation of N‐nitrosoanilines with 1,4,2‐dioxazol‐5‐ones as amidating agents has been developed. This method featured mild reaction conditions, a wide substrate scope and satisfactory yields. Besides, the amidated products could be readily converted to phar...

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Bibliographic Details
Published in:Chemistry, an Asian journal an Asian journal, 2017-11, Vol.12 (21), p.2804-2808
Main Authors: Chen, Yanyu, Zhang, Rong, Peng, Qiujun, Xu, Lanting, Pan, XianHua
Format: Article
Language:English
Subjects:
benzimidazoles
Catalysis
Chemistry
C−H activation
domino reactions
N-nitrosoanilines
Rhodium
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Summary:An efficient rhodium‐catalyzed direct C−H amidation of N‐nitrosoanilines with 1,4,2‐dioxazol‐5‐ones as amidating agents has been developed. This method featured mild reaction conditions, a wide substrate scope and satisfactory yields. Besides, the amidated products could be readily converted to pharmaceutically valuable 1,2‐disubstituted benzimidazoles via an HCl‐mediated deprotection/cyclization process in one pot. Can't say NO to that! An efficient rhodium‐catalyzed direct C−H amidation of N‐nitrosoanilines with 1,4,2‐dioxazol‐5‐ones as amidating agents and subsequent formation of 1,2‐disubstituted benzimidazoles via a one‐pot reaction has been developed.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.201701287