Versatile Synthesis ofα-Oxygen Organoboron Compounds via Photo-Induced Siloxycarbene  

作　　者：Xiongxiong Lu Qingbin Zhao Dehai Cao Pan Xu Xuenian Chen Zhenxing Liu 

机构地区：[1]College of Chemistry,Zhengzhou University,Zhengzhou,Henan 450001,China [2]Henan Key Laboratory of Boron Chemistry and Advanced Materials,Schoolof Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,Henan 453007,China

出　　处：《Chinese Journal of Chemistry》2024年第22期2712-2716,共5页中国化学（英文版）

基　　金：supported by the National Natural Science Foundation of China(22101261);the Natural Science Foundation of Henan Province(232300421087,232301420045);the Zhengzhou University of China(2023ZZUJGXM168).

摘　　要：A novel method for synthesizingα-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 employed.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 theα-oxygen organoboron compounds with great diversities.Control experiments demonstrated 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 withβ-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.

关 键 词：ACYLSILANES Siloxy carbenes Organoboron compounds ISOMERIZATION PHOTOCATALYSIS REARRANGEMENT 

分 类 号：O62[理学—有机化学]