UVA LED Light Promoted Cross-Coupling of Tertiary a-Silylamines with 1-Iodoalkynes

被引：1

作者：

Zhao, Yichao ^{[1
]}

Li, Jiacheng ^{[1
]}

Carli, Lorenzo ^{[1
]}

Jin, Jianwen ^{[1
]}

Chan, Philip Wai Hong ^{[1
]}

机构：

[1] Monash Univ, Sch Chem, Clayton, Vic 3150, Australia

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 12卷 / 11期

基金：

澳大利亚研究理事会;

关键词：

& alpha; -alkynylation; cross-coupling; EDA complexes; synthetic methods; synthetic photochemistry; DONOR-ACCEPTOR COMPLEX; ALDEHYDE-ALKYNE-AMINE; PHOTOREDOX CATALYSIS; PERFLUOROALKYLATION; PROPARGYLAMINE; IRRADIATION; ALKYLATION; ARYLATION;

D O I：

10.1002/ajoc.202300221

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthetic strategy that exploits the formation of an electron donor-acceptor (EDA) complex between a tertiary a-silylamine and 1-iodoalkyne under UVA LED (light emitting diode) light (?(max)=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 a-alkynylation product in good to excellent yields. The usefulness of the C(sp)-C(sp(3)) bond formation protocol was also exemplified by the late-stage functionalisation of a variety of natural products and bioactive compounds.

引用

页数：5

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