Here we report the use of a tetrabutylammonium decatungstate (TBADT)/thiol photocatalytic system for selective addition of acetone and other simple ketone, nitrile, and chlorocarbon functionalities to terminal olefins. This system avoids the use of energetic reagents such as peroxides and proceeds under mild conditions using Earth-abundant element catalysts, providing a sustainable approach to C-C bond formation using activated olefins. Initial exploration reveals that hydroalkylation of unactivated olefins is also possible, though in lower efficiency, and preliminary mechanistic experiments are consistent with a radical mechanism.
Organic letters. 2025 Apr 23. doi: 10.1021/acs.orglett.5c01088 Q15.02025
Mild Hydroalkylation of Terminal Olefins Via Decatungstate/Thiol Cooperative Photocatalysis
基于十钨酸盐/硫醇光催化体系的末端烯烃自由基氢官能团化反应 翻译改进
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DOI: 10.1021/acs.orglett.5c01088 PMID: 40269624
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