通过直接C-H活化实现自由基诱导的醛的无金属炔基化反应。
Radical-induced metal-free alkynylation of aldehydes by direct C-H activation.
作者信息
Liu Xuesong, Yu Linqian, Luo Mupeng, Zhu Jidong, Wei Wanguo
机构信息
Shanghai Advanced Research Institute, Chinese Academy of Sciences, 99 Haike Road, Shanghai 201210 (P. R. China).
Interdisciplinary Research Center on Biology and Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Lingling Road, Shanghai 200032 (P. R. China).
出版信息
Chemistry. 2015 Jun 8;21(24):8745-9. doi: 10.1002/chem.201501094. Epub 2015 Apr 29.
A direct C(sp(2) )H alkynylation of aldehyde C(O)H bonds with hypervalent iodine alkynylation reagents provides ynones under metal-free conditions. In this method, 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) constitutes an efficient alkynylation reagent for the introduction of the triple bond. The substrate scope is extended to a variety of (hetero)aromatic, aliphatic, and α,β-unsaturated aldehydes.
在无金属条件下，醛基的C(O)H键与高价碘炔基化试剂直接进行C(sp(2) )H炔基化反应可生成炔酮。在该方法中，1-[(三异丙基甲硅烷基)乙炔基]-1,2-苯并碘氧杂环戊-3(1H)-酮（TIPS-EBX）是用于引入三键的有效炔基化试剂。底物范围扩展到了多种（杂）芳族、脂肪族和α,β-不饱和醛。
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