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Palladium-catalyzed three-component tandem reaction of sulfonyl hydrazones, aryl iodides and allenes: highly stereoselective synthesis of (Z)-α-hydroxymethyl allylic sulfones†
Yunlei Hou,Qi Shen,Liangyu Zhu,Yufei Han,Yanfang Zhao,Mingze Qin,Ping Gong
RSC Advances Pub Date : 10/30/2017 00:00:00 , DOI:10.1039/C7RA08208H
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
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