Rh-Catalyzed Regioselective Dialkylation of Cage B-H bonds in o-Carboranes: Oxidative Heck Reactions via an Enol Isomerization

被引：39

作者：

Wang, Qian ^{[1
]}

Tian, Song ^{[1
]}

Zhang, Chuyi ^{[1
]}

Li, Jiangwei ^{[1
]}

Wang, Zhixuan ^{[1
]}

Du, Yongmei ^{[1
]}

Zhou, Ling ^{[2
]}

Lu, Jian ^{[1
]}

机构：

[1] Xian Modern Chem Res Inst, State Key Lab Fluorine & Nitrogen Chem, Xian 710065, Shaanxi, Peoples R China

[2] Northwest Univ, Key Lab Synthet & Nat Funct Mol Chem, Coll Chem & Mat Sci, Minist Educ, Xian 710127, Shaanxi, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 19期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

BORON CLUSTERS; PHOTOPHYSICAL PROPERTIES; CHARGE-TRANSFER; DRUG DISCOVERY; CHEMISTRY; PHARMACOPHORES; DERIVATIVES; TRANSITION; COMPLEXES; MOLECULES;

D O I：

10.1021/acs.orglett.9b03009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of a carboxylic acid directing group, Rh-catalyzed regioselective directed dialkylation of B(4,5)-H bonds in o-carboranes and oxidative coupling with allylic alcohols is reported. This strategy constructs a series of 4,5-dialkylated o-carboranes in good yields with excellent regioselectivity. A possible catalytic cycle is proposed that involves a tandem sequence of Rh-catalyzed cage B-H activation, alkene insertion, selective beta-H elimination, enol isomerization, and decarboxylation.

引用

页码：8018 / 8021

页数：4

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