Issue 34, 2016

A facile and efficient method for the synthesis of alkynone by carbonylative Sonogashira coupling using CHCl3 as the CO source

Abstract

A facile and efficient method for the synthesis of alkynones by a Pd-catalyzed carbonylative Sonogashira coupling reaction starting from aryl iodide, terminal alkyne and chloroform (CHCl3) as the CO source is described. This procedure proves that CHCl3 is a cheap and efficient CO source in the presence of CsOH·H2O as the base. Furthermore, it is applied successfully for the modification of natural products, such as vindoline and tabersonin, to obtain the corresponding products in good yields.

Graphical abstract: A facile and efficient method for the synthesis of alkynone by carbonylative Sonogashira coupling using CHCl3 as the CO source

Supplementary files

Article information

Article type
Communication
Submitted
27 Phe 2016
Accepted
11 Ube 2016
First published
15 Ube 2016

RSC Adv., 2016,6, 28442-28446

A facile and efficient method for the synthesis of alkynone by carbonylative Sonogashira coupling using CHCl3 as the CO source

G. Sun, M. Lei and L. Hu, RSC Adv., 2016, 6, 28442 DOI: 10.1039/C6RA02424F

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