Bis(amino)cyclopropenylidene-Catalyzed 1,6-Conjugate Addition of Aromatic Aldehydes to para-Quinone Methides: Expedient Access to α,α′-Diarylated Ketones

被引:118
作者
Ramanjaneyulu, Bandaru T. [1 ]
Mahesh, Sriram [1 ]
Anand, Ramasamy Vijaya [1 ]
机构
[1] Indian Inst Sci Educ & Res IISER Mohali, Dept Chem Sci, Sas Nagar 140306, Punjab, India
关键词
N-HETEROCYCLIC CARBENE; CATALYZED ALPHA-ARYLATION; TRANSITION-METAL-COMPLEXES; CARBONYL-COMPOUNDS; ENANTIOSELECTIVE SYNTHESIS; AMBIDENT REACTIVITIES; ACTIVATION STRATEGY; COUPLING REACTIONS; STABLE CARBENES; DIAMINOCYCLOPROPENYLIDENE;
D O I
10.1021/acs.orglett.5b01724
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A bis(amino)cyclopropenylidene-catalyzed direct method for the synthesis of alpha,alpha'-diarylated ketones from aromatic as well as heteroaromatic aldehydes has been developed. This unprecedented organocatalytic protocol offers access to a wide range of alpha,alpha'-diarylated ketones in moderate to excellent yields under mild conditions through umpolung of aldehydes followed by 1,6-conjugate addition with para-quinone methides.
引用
收藏
页码:3952 / 3955
页数:4
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