Issue 79, 2017, Issue in Progress

Palladium-catalyzed three-component tandem reaction of sulfonyl hydrazones, aryl iodides and allenes: highly stereoselective synthesis of (Z)-α-hydroxymethyl allylic sulfones

Abstract

Sulfonyl hydrazones have been identified as an excellent sulfonyl anion surrogate in the base and Pd0-catalyzed three-component tandem reaction with aryl iodides and allenes for the synthesis of functionalized allylic sulfones. By forming a stabilized six-membered palladacycle intermediate, the reaction led to the desired higher substituted allylic sulfones with excellent Z selectivities and high yields.

Graphical abstract: Palladium-catalyzed three-component tandem reaction of sulfonyl hydrazones, aryl iodides and allenes: highly stereoselective synthesis of (Z)-α-hydroxymethyl allylic sulfones

Supplementary files

Article information

Article type
Paper
Submitted
25 Jul 2017
Accepted
13 Oct 2017
First published
30 Oct 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 50372-50377

Palladium-catalyzed three-component tandem reaction of sulfonyl hydrazones, aryl iodides and allenes: highly stereoselective synthesis of (Z)-α-hydroxymethyl allylic sulfones

Y. Hou, Q. Shen, L. Zhu, Y. Han, Y. Zhao, M. Qin and P. Gong, RSC Adv., 2017, 7, 50372 DOI: 10.1039/C7RA08208H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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