Yamamoto Yuki, Ogawa Akiya
Graduate Faculty of Interdisciplinary Research, University of Yamanashi, 4-4-37 Takeda, Kofu, 400-8510, Japan.
Organization for Research Promotion, Osaka Metropolitan University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka, 599-8531, Japan.
Chemistry. 2023 Nov 16;29(64):e202302432. doi: 10.1002/chem.202302432. Epub 2023 Oct 17.
The addition of heteroatom compounds to alkynes and alkenes is an atom-efficient method of carbon-heteroatom bond formation and is widely used as a fundamental synthetic method for the construction of functional molecules. Nevertheless, examples of transition-metal-catalyzed addition reactions of group 16 heteroatom compounds to carbon-carbon unsaturated bonds have been limited due to the widespread belief that organic sulfur and selenium compounds are representative catalyst poisons. In recent decades, however, several seminal catalytic reactions of sulfur compounds have been developed, providing important insights into catalysis and poisons. Therefore, this paper focuses on the transition-metal-catalyzed addition of organosulfur compounds to alkynes and alkenes, gains comprehensive insights into the catalysis and catalyst poisons, and proposes concepts for the development of transition-metal-catalyzed reactions of group 16 heteroatom compounds.
将杂原子化合物添加到炔烃和烯烃中是形成碳 - 杂原子键的一种原子经济方法，并且作为构建功能分子的基本合成方法被广泛使用。然而，由于普遍认为有机硫和硒化合物是典型的催化剂毒物，第16族杂原子化合物与碳 - 碳不饱和键的过渡金属催化加成反应的例子一直很有限。然而，近几十年来，已经开发了几种含硫化合物的开创性催化反应，为催化作用和毒物提供了重要的见解。因此，本文重点关注过渡金属催化的有机硫化合物与炔烃和烯烃的加成反应，全面了解催化作用和催化剂毒物，并提出第16族杂原子化合物过渡金属催化反应的发展概念。
