Iridium-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols: A Route to Access Branched Ketones and Alcohols

被引:25
|
作者
Genc, Sertac [1 ]
Gulcemal, Suleyman [1 ]
Gunnaz, Salih [1 ]
Cetinkaya, Bekir [1 ]
Gulcemal, Derya [1 ]
机构
[1] Ege Univ, Chem Dept, TR-35100 Izmir, Turkey
来源
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 14期
关键词
BORROWING HYDROGEN; ALPHA-METHYLATION; METHANOL; MILD;
D O I
10.1021/acs.joc.0c01099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under borrowing hydrogen conditions, NHC-iridium(I) catalyzed the direct or one-pot sequential synthesis of alpha,alpha-disubstituted ketones via the alkylation of secondary alcohols with primary alcohols is reported. Notably, the present approach provides a new method for the facile synthesis of alpha,alpha-disubstituted ketones and featured with several characteristics, including a broad substrate scope, using easy-to-handle alcohols as starting materials, and performing the reactions under aerobic conditions. Moreover, the selective one-pot formation of beta,beta-disubstituted alcohols was achieved by the addition of an external hydrogen source to the reaction mixture.
引用
收藏
页码:9139 / 9152
页数:14
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