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Rhodium-catalyzed homodimerization–cyclization reaction of two vinyl isocyanides: a general route to 2-(isoquinolin-1-yl)oxazoles

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Abstract

A novel rhodium-catalyzed homodimerization–cyclization reaction of two vinyl isocyanides has been developed for the first time. In this reaction, the highly reactive 1,4-diazabutatriene intermediates generated by the homodimerization of two vinyl isocyanides could undergo a novel type of intramolecular tandem cyclization and provides a new and highly efficient method for the construction of 2-(isoquinolin-1-yl)oxazoles by formation of three new bonds and two rings from readily available acyclic starting materials in a single step.

Graphical abstract: Rhodium-catalyzed homodimerization–cyclization reaction of two vinyl isocyanides: a general route to 2-(isoquinolin-1-yl)oxazoles

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Publication details

The article was received on 08 Oct 2019, accepted on 21 Nov 2019 and first published on 22 Nov 2019


Article type: Research Article
DOI: 10.1039/C9QO01229J
Org. Chem. Front., 2020, Advance Article

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    Rhodium-catalyzed homodimerization–cyclization reaction of two vinyl isocyanides: a general route to 2-(isoquinolin-1-yl)oxazoles

    Z. Wang, X. Meng, P. Liu, W. Hu and Y. Zhao, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01229J

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