化学
烯醇
金属转移
芳基
硅烷
酮
硅烷化
催化作用
有机化学
组合化学
钯
醛
药物化学
硅烷
烷基
作者
Subba Rao Polimera,Andivelu Ilangovan,Murugaiah A. M. Subbaiah
标识
DOI:10.1021/acs.joc.3c00502
摘要
Silyl enol ethers were examined as a masked source of saturated ketones to derive β-aryl enones and their derivatives by dehydrosilylation to generate enones in situ and subsequent oxidative arylation with arylboronic acids as transmetallation coupling partners using relayed Pd(II) catalysis in one pot under base-free conditions. Oxygen was found to be an efficient and green oxidant to enable both dehydrosilylation of enol silanes and arylation. Additionally, arylation conditions can be custom-designed to take advantage of aryl halides as an alternative source of arylating agents. The preparative scope was investigated with 35 examples (up to 95% yield), and mechanistic studies implied a cationic Pd(II)-based catalytic system.
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