Issue 26, 2016

Palladium-catalyzed C-3 desulfitative arylation of indolizines with sodium arylsulfinates and arylsulfonyl hydrazides

Abstract

Derivatized indolizines were efficiently prepared by direct C-3 arylation of indolizines using sodium arylsulfinates and arylsulfonyl hydrazides. Pd-catalyzed desulfitative C-3 arylation with sodium arylsulfinates was achieved with the assistance of peroxides, and the catalytic efficiency was promoted by N-containing ligands. Arylsulfonyl hydrazides were also successfully applied in Pd-catalyzed desulfitative C-3 arylation with indolizines, and the side homocoupling reactions can be restrained in the component solvent under milder conditions. Various derivatives were synthesized in good yields by both methods, offering expedient protocols for the synthesis of C-3 functionalized indolizine molecules.

Graphical abstract: Palladium-catalyzed C-3 desulfitative arylation of indolizines with sodium arylsulfinates and arylsulfonyl hydrazides

Supplementary files

Article information

Article type
Paper
Submitted
01 des. 2015
Accepted
07 feb. 2016
First published
23 feb. 2016

RSC Adv., 2016,6, 21814-21821

Palladium-catalyzed C-3 desulfitative arylation of indolizines with sodium arylsulfinates and arylsulfonyl hydrazides

C. Wang, H. Jia, Z. Li, H. Zhang and B. Zhao, RSC Adv., 2016, 6, 21814 DOI: 10.1039/C5RA25504J

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