首页|Versatile Synthesis of α-Oxygen Organoboron Compounds via Photo-Induced Siloxycarbene
Versatile Synthesis of α-Oxygen Organoboron Compounds via Photo-Induced Siloxycarbene
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A novel method for synthesizing α-oxygen organoboron compounds has been developed through acylsilane-based carbene insertion reactions into C—B bonds.As coupling partners,readily available organoboron compounds(alkenyl,allyl,and allenyl B(pin))were em-ployed.Based on the substrates,pure insertion into C—B bonds or insertion followed by a siloxy group rearrangement process(from carbon to boron)would occur,delivering the α-oxygen organoboron compounds with great diversities.Control experiments demon-strated that the electronic effect of the substituents mainly controlled the rearrangement process.Besides,no matter which isomer of substrate(Z or E)was used,the reaction with β-aryl-substituted alkenyl B(pin)affords both isomers of products(Z and E,separable through column chromatography).Trapping experiments indicated the triplet energy transfer process was involved.
Xiongxiong Lu、Qingbin Zhao、Dehai Cao、Pan Xu、Xuenian Chen、Zhenxing Liu
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College of Chemistry,Zhengzhou University,Zhengzhou,Henan 450001,China
Henan Key Laboratory of Boron Chemistry and Advanced Materials,School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,Henan 453007,China
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