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双(氨基)环丙烯亚基催化的芳醛与对醌甲醚的 1,6-共轭加成:α,α'-二芳基化酮的便捷途径。

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

机构信息

Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, Knowledge City, S.A.S. Nagar, Manauli (PO), Punjab 140306, India.

出版信息

Org Lett. 2015 Aug 21;17(16):3952-5. doi: 10.1021/acs.orglett.5b01724. Epub 2015 Jul 30.

Abstract

A bis(amino)cyclopropenylidene-catalyzed direct method for the synthesis of α,α'-diarylated ketones from aromatic as well as heteroaromatic aldehydes has been developed. This unprecedented organocatalytic protocol offers access to a wide range of α,α'-diarylated ketones in moderate to excellent yields under mild conditions through umpolung of aldehydes followed by 1,6-conjugate addition with para-quinone methides.

摘要

已开发出一种双(氨基)环丙烯叉催化的从芳香醛以及杂芳醛直接合成α,α'-二芳基酮的直接方法。这种前所未有的有机催化方案通过醛的反转以及与对醌甲醚的 1,6-共轭加成,在温和条件下以中等至优异的收率提供了广泛的α,α'-二芳基酮。

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