1032008-56-2Relevant articles and documents
A highly efficient gold-catalyzed photoredox α-C(sp3)-H alkynylation of tertiary aliphatic amines with sunlight
Xie, Jin,Shi, Shuai,Zhang, Tuo,Mehrkens, Nina,Rudolph, Matthias,Hashmi, A. Stephen K.
supporting information, p. 6046 - 6050 (2015/05/13)
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 C-C 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 alkynylation reaction shows excellent regioselectivity and good functional-group compatibility. A scale-up to gram quantities is possible with sunlight used as a clean and sustainable energy source.
Reusable polymer-anchored amino acid copper complex for the synthesis of propargylamines
Wang, Liang,Cai, Chun
experimental part, p. 538 - 541 (2009/04/06)
An amino acid was anchored to chloroacetylated polystyrene beads and the polymeric ligand containing N, O donor sites was treated with a solution of Cul to form the supported copper complex. The one-pot synthesis of propargylamines was then achieved efficiently via a three-component coupling of aldehydes, alkynes and amines using the supported copper catalyst under mild conditions. The catalyst could be recovered by simple filtration and reused several times without significant loss of activity.