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Updated: Apr 27, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Exploiting the Divalent Nature of Isonitriles: a novel Pictet-Spengler Amidination process
Federico Medda1, Christopher Hulme2
1University of Arizona, College of Pharmacy, 1703 E. Mabel St., Tucson, AZ 85721, USA ; BIO5 Oro Valley, 1580 E. Hanley Blvd., Oro Valley, AZ 85737, USA.
Abstract:
An isocyanide-based multicomponent reaction (IMCR) utilized for the rapid assembly of novel, biologically relevant dihydropyrrolo[1,2-a]quinoxalines-amidines is herein presented. Starting from 1-(2-aminophenyl)pyrroles, aldehydes, and isonitriles, the target heterocyclic scaffold is assembled in a one-pot, operationally friendly process. With three points of diversity and formation of three chemical bonds in one step, this strategy proves to be very general. Novel, mild methodology for the generation of amidines from secondary amine anilines and isonitriles is also introduced.
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