Direct synthesis of diverse 2-aminobenzo[b]thiophenes via palladium-catalyzed carbon-sulfur bond formation using Na2S2O3 as the sulfur source

Chuanwei Hou; Qian He; Chunhao Yang

doi:10.1021/ol502381e

Direct synthesis of diverse 2-aminobenzo[b]thiophenes via palladium-catalyzed carbon-sulfur bond formation using Na2S2O3 as the sulfur source

Org Lett. 2014 Oct 3;16(19):5040-3. doi: 10.1021/ol502381e. Epub 2014 Sep 17.

Authors

Chuanwei Hou¹, Qian He, Chunhao Yang

Affiliation

¹ State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, China.

PMID: 25229751
DOI: 10.1021/ol502381e

Abstract

A novel and direct synthesis of various 2-aminobenzo[b]thiophenes has been developed. The reactions were catalyzed by a combination of Pd(dppf)Cl2 and dppf using odorless and cheap Na2S2O3 as the sulfur source. This strategy allowed us to synthesize important 2-aminobenzo[b]thiophene scaffold more efficiently and conveniently.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carbon / chemistry*
Catalysis
Cyclization
Molecular Structure
Palladium / chemistry*
Sulfur / chemistry*
Thiophenes / chemical synthesis*
Thiophenes / chemistry
Thiosulfates / chemistry*

Substances

Thiophenes
Thiosulfates
Palladium
Sulfur
Carbon
sodium thiosulfate