A rhodium-catalyzed three-component reaction of arylisocyanides, trifluorodiazoethane, and activated methylene isocyanides or azomethine ylides: an efficient synthesis of trifluoroethyl-substituted imidazoles. Issue 21 (25th September 2019)

• Record Type: Journal Article
• Authors: Yu, Yang; Zhang, Yan; Wang, Zhuo; Liang, Yong-Xin; Zhao, Yu-Long
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 21(2019)
• Page Start: 3657
• Page End: 3662
• Publication Date: 2019-09-25
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c9qo00856j
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A novel method for the synthesis of trifluoroethyl-substituted imidazoles is reported via a rhodium-catalyzed three-component reaction of isocyanides, 2, 2, 2-trifluorodiazoethane and activated methylene isocyanides or azomethine ylides. Abstract : A rhodium-catalyzed three-component reaction of isocyanides, 2, 2, 2-trifluorodiazoethane and activated methylene isocyanides or azomethine ylides has been developed. In this transformation, the ketenimine intermediates generated by the coupling reaction of arylisocyanides with 2, 2, 2-trifluorodiazoethane undergo intermolecular [3 + 2] cyclization with activated methylene isocyanides or azomethine ylides and provide a new and highly efficient method for the construction of trifluoroethyl-substituted imidazoles in a single step.