1032008-57-3Relevant academic research and scientific papers
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.
Effect of varying the anionic component of a copper(I) catalyst on homologation of arylacetylenes to allenes by the Mannich reaction
Kumar, Vipan,Chipeleme, Alex,Chibale, Kelly
, p. 43 - 46 (2008/09/17)
The effect of varying the anionic component of a copper(I) catalyst in the homologation of terminal arylacetylenes to allenes by the Mannich reaction was investigated. Varying amounts of allenes, Mannich bases and dimers were obtained depending on the nature of the anionic component of the copper catalyst. On the other hand, Eglinton-Glaser dimerizations were achieved in high yields with 0.5 equiv. of triethylamine. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
