Logo image
Copper-Catalyzed Conjugate Additions to Isocyanoalkenes
Journal article   Peer reviewed

Copper-Catalyzed Conjugate Additions to Isocyanoalkenes

John-Paul R. Marrazzo, Allen Chao, Yajun Li and Fraser F. Fleming
Journal of organic chemistry, v 87(1), pp 488-497
07 Jan 2022
PMID: 34932341

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A copper iodide-Pyox complex catalyzes the first conjugate addition of diverse sulfur, nitrogen, and carbon nucleophiles to isocyanoalkenes. The anionic addition generates metalated isocyanoalkanes capable of SNi displacements, providing a rapid route to a series of functionalized, cyclic isocyanoalkanes. The Cu(I)I-Pyox complex efficiently catalyzes a first-in-class conjugate addition affording a range of complex, functionalized isocyanoalkanes that are otherwise challenging to synthesize while laying a foundation for catalytic reactions that maintain the isocyanide group.

Metrics

8 Record Views
5 citations in Scopus

Details

Logo image