Microwave-Assisted Cu(I)-Catalyzed Synthesis of Unsymmetrical 1,4-Diamino-2-butynes via Cross-A³-Coupling/Decarboxylative A³-Coupling

Xianjun Xu, Huangdi Feng* and Erik V. Van der Eycken*

*University of Engineering Science, Shanghai 201620, China; KU Leuven, Celestijnenlaan 200F, Leuven 3001, Belgium, Email: hdfengsues.edu.cn, erik.vandereyckenkuleuven.be

X. Xu, H. Feng, E. V. Van der Eycken, J. Org. Chem., 2021, 86, 14036-14043.

DOI: 10.1021/acs.joc.1c00537

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Abstract

A highly efficient microwave-assisted Cu(I)-catalyzed cross-A³-coupling/decarboxylative coupling of two different amines, formaldehyde, and propiolic acid provides unsymmetric 1,4-diamino-2-butynes through a domino process in good yields with high chemoselectivity.

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proposed mechanism

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Key Words

propargyl amines, microwave synthesis, multicomponent reactions

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ID: J42-Y2021