期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2014, 期 8, 页码 1577-1588出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301483
关键词
Synthetic methods; C-H activation; Alkynes; Nucleophilic addition; Radical reactions; anti-Michael additions
资金
- Spanish Government [CTQ-2012-12168]
- Comunidad de Madrid (CAM) [CS2009/PPQ-1634]
- Spanish Ministerio de Educacion y Ciencia (MEC)
We provide a summary of the literature describing the use of -substituted sulfonylacetylenes as efficient alkynylation reagents in their reactions with radical or anionic species. Such alkynylation is due to the unexpected behavior of ethynyl sulfones, which undergo anti-Michael addition of radicals and organolithium reagents and subsequent elimination of the sulfinate moiety. The reaction behavior of alkyl radicals, generated by different procedures, allows the alkynylation of any kind of C(sp(3)), C(sp(2)), and C(sp) carbon atoms, being especially efficient for -positions to heteroatoms With organolithium reagents alkynylation can be achieved with very few restrictions, providing substituted acetylenes or conjugated enynes of any kind in high yields under very mild conditions. Ynol ethers and alkynylphosphonates are also accessible through reactions with metal alkoxides and trialkyl phosphites, respectively.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据