UVA LED Light Promoted Cross‐Coupling of Tertiary α‐Silylamines with 1‐Iodoalkynes

Author:

Zhao Yichao1,Li Jiacheng1,Carli Lorenzo1,Jin Jianwen1,Chan Philip Wai Hong1ORCID

Affiliation:

1. School of Chemistry Monash University Clayton Victoria 3150 Australia

Abstract

AbstractA synthetic strategy that exploits the formation of an electron donor‐acceptor (EDA) complex between a tertiary α‐silylamine and 1‐iodoalkyne under UVA LED (light emitting diode) light (λmax=365 nm) to prepare propargyl amines is described. The site‐ and chemoselective synthetic method was shown to tolerate a wide range of functional groups to give the α‐alkynylation product in good to excellent yields. The usefulness of the C(sp)–C(sp3) bond formation protocol was also exemplified by the late‐stage functionalisation of a variety of natural products and bioactive compounds.

Funder

Australian Research Council

Publisher

Wiley

Subject

Organic Chemistry

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