A Highly Efficient Gold-Catalyzed Photoredox α-C(sp<sup>3</sup>)H Alkynylation of Tertiary Aliphatic Amines with Sunlight
作者:Jin Xie、Shuai Shi、Tuo Zhang、Nina Mehrkens、Matthias Rudolph、A. Stephen K. Hashmi
DOI:10.1002/anie.201412399
日期:2015.5.11
A new α‐C(sp3)H alkynylation of unactivated tertiary aliphatic amines with 1‐iodoalkynes as radical alkynylating reagents in the presence of [Au2(μ‐dppm)2]2+ in sunlight provides propargylic amines. Based on mechanistic studies, a CC coupling of an α‐aminoalkyl radical and an alkynyl radical is proposed for the C(sp3)C(sp) bond formation. The mild, convenient, efficient, and highly selective C(sp3)H
一个新的α-C(SP 3) H带1-iodoalkynes如[金存在下进行自由基alkynylating试剂未活化的脂肪族叔胺的炔基2(μ-DPPM)2 ] 2+在太阳光提供丙炔胺。基于机理研究,提出了α-氨基烷基自由基和炔基自由基的CC偶合,以形成C(sp 3)C(sp)键。温和,方便,高效且高度选择性的C(sp 3)炔基化反应显示出优异的区域选择性和良好的官能团相容性。将阳光用作清洁,可持续的能源,可以放大到克量。