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通过迈克尔加成反应,以甲基乙烯基酮衍生物、1-炔烃和仲胺为原料,在卤化亚铜催化下合成炔丙胺

Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides.

作者信息

Udaykumar Bantu, Periasamy Mariappan

机构信息

School of Chemistry, University of Hyderabad Central University P.O., Hyderabad 500046, India.

出版信息

ACS Omega. 2019 Dec 2;4(25):21587-21595. doi: 10.1021/acsomega.9b03428. eCollection 2019 Dec 17.

Abstract

Propargylamines are synthesized from methyl vinyl ketone derivatives, 1-alkynes, and secondary amines catalyzed by Cu salts involving the Michael addition of amine followed by an unusual C-C bond cleavage and addition of metal acetylides formed in situ to iminium ions. In this approach, the di-, tri-, and tetrasubstituted propargylamines are synthesized in 46-98% yields.

摘要

炔丙胺由甲基乙烯基酮衍生物、1-炔烃和仲胺在铜盐催化下合成,反应过程包括胺的迈克尔加成,随后是不寻常的碳-碳键断裂以及原位形成的金属乙炔化物加成到亚胺离子上。通过这种方法,二取代、三取代和四取代炔丙胺的产率为46%-98%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bca1/6921675/281fbc1ff694/ao9b03428_0010.jpg

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