Zhang Guodong, Wang Kaiping, Zhang Duo, Zhang Chengyu, Tan Wei, Chen Zhanzhan, Chen Feng
School of Chemistry and Chemical Engineering, Yangzhou University, Siwangting Road 180, Yangzhou 225002, China.
Medicine Center, Guangxi University of Science and Technology, Liushi Road 257, Liuzhou, Guangxi 545006, China.
Org Lett. 2023 Oct 13;25(40):7406-7411. doi: 10.1021/acs.orglett.3c02907. Epub 2023 Oct 2.
Herein we present a visible-light-facilitated transition-metal-free allylic silylation reaction under mild conditions. This protocol is enabled by an inexpensive organophotocatalyst and provides efficient and concise synthetic routes to substituted allylsilanes, particularly from readily available allyl sulfones and stable silanecarboxylic acids as silyl radical precursors. Further investigations reveal that this strategy is also generally compatible with vinyl sulfones to access vinylsilanes. The silver catalytic system opens up an alternative entry to realize the decarboxylative allylation of silanecarboxylic acids.
在此,我们展示了一种在温和条件下可见光促进的无过渡金属烯丙基硅基化反应。该方案由一种廉价的有机光催化剂实现,并为取代烯丙基硅烷提供了高效且简洁的合成路线,特别是以易于获得的烯丙基砜和稳定的硅烷羧酸作为硅基自由基前体。进一步的研究表明,该策略通常也与乙烯基砜兼容,可用于制备乙烯基硅烷。银催化体系为实现硅烷羧酸的脱羧烯丙基化开辟了一条替代途径。