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Issue 12, 2016
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Copper catalysed alkynylation of tertiary amines with CaC2via sp3 C–H activation

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Abstract

A mild and easy-to-handle protocol to produce propargylamines with a terminal alkyne through catalytic cross-coupling of tertiary amines and calcium carbide has been developed. The reaction proceeds via sp3 C–H bond activation and C–C coupling. Good to excellent yields were obtained for the corresponding propargylamines with both alkyl and aryl substitutions. The development of these functionalized propargylamines with a terminal alkyne group will offer a wider application for the synthesis of natural or pharmaceutical products due to their unique sp C–H reactivity.

Graphical abstract: Copper catalysed alkynylation of tertiary amines with CaC2via sp3 C–H activation

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Supplementary files

Article information


Submitted
28 Mar 2016
Accepted
29 Apr 2016
First published
29 Apr 2016

Green Chem., 2016,18, 3499-3502
Article type
Communication

Copper catalysed alkynylation of tertiary amines with CaC2via sp3 C–H activation

S. P. Teong, D. Yu, Y. N. Sum and Y. Zhang, Green Chem., 2016, 18, 3499
DOI: 10.1039/C6GC00872K

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