Rhodium-catalyzed coupling-cyclization reaction of isocyanides and 2-azidophenyloxyacrylates: synthesis of N-(3-substituted benzo[d]oxazol-2(3H)-ylidene)amines and dihydrobenzo[d]oxazoles

A rhodium-catalyzed coupling cyclization of isocyanides with 2-azidophenyloxyacrylates has been developed for the first time. This reaction allows divergent syntheses of two significant N-heterocycles, five-membered N-(3-substituted benzo[d]oxazol-2(3H)-ylidene)amines and dihydrobenzo[d]oxazoles, fr...

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Published inOrganic chemistry frontiers an international journal of organic chemistry Vol. 9; no. 2; pp. 407 - 412
Main Authors Yang, Ming, Xue-Cen, Xu, Gong, Yue, Yu-Long, Zhao
Format Journal Article
LanguageEnglish
Published London Royal Society of Chemistry 18.01.2022
Subjects
Amines
Catalysis
Coupling
Organic chemistry
Oxazol
Oxazoles
Rhodium
Substitutes
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Summary:A rhodium-catalyzed coupling cyclization of isocyanides with 2-azidophenyloxyacrylates has been developed for the first time. This reaction allows divergent syntheses of two significant N-heterocycles, five-membered N-(3-substituted benzo[d]oxazol-2(3H)-ylidene)amines and dihydrobenzo[d]oxazoles, from readily available starting materials in a single step.
ISSN:2052-4110
2052-4110
DOI:10.1039/d1qo01506k