Selective B(5,8,9)-Triarylation Reaction of o-Carboranes through Determination of the Order of Introduction of Aryl Groups into B(4)-Acylamino-o-carboranes

被引：24

作者：

Baek, Yonghyeon ^{[1
]}

Cheong, Kiun ^{[1
]}

Kim, Dongwook ^{[2
,3
]}

Lee, Phil Ho ^{[1
,4
]}

机构：

[1] Kangwon Natl Univ, Dept Chem, Chunchon 24341, South Korea

[2] Korea Adv Inst Sci & Technol KAIST, Dept Chem, Daejeon 34141, South Korea

[3] Inst Basic Sci IBS, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 34141, South Korea

[4] Korean Acad Sci & Technol, Seongnam 13630, South Korea

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 04期

基金：

新加坡国家研究基金会;

关键词：

CAGE B-H; ARYLATION; BORON;

D O I：

10.1021/acs.orglett.0c04086

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed iterative cage B-H arylation reaction of a wide range of B(4)-acylamino-o-carboranes with aryl iodides has been developed, leading to the formation of B(5,8,9)-triarylated B(4)-acylamino-o-carboranes with excellent regioselectivity. Moreover, B(5,8,9)-triarylated carboranes bearing three different aryl groups were synthesized from B(4)-acylamino-o-carborane and three different aryl iodides. The order of introduction [B(9) > B(8) > B(5)] of aryl groups into the B(5,8,9)-triarylation reaction was determined for the first time through NMR monitoring and X-ray analyses.

引用

收藏

页码：1188 / 1193

页数：6

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