Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl) Sulfides Using Heteroaryl Ethers and S-Heteroaryl Thioesters via Heteroarylthio Exchange

Mieko Arisawa; Takeru Tazawa; Saori Tanii; Kiyofumi Horiuchi; Masahiko Yamaguchi

doi:10.1021/acs.joc.6b02585

Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl) Sulfides Using Heteroaryl Ethers and S-Heteroaryl Thioesters via Heteroarylthio Exchange

J Org Chem. 2017 Jan 6;82(1):804-810. doi: 10.1021/acs.joc.6b02585. Epub 2016 Dec 20.

Authors

Mieko Arisawa¹, Takeru Tazawa¹, Saori Tanii¹, Kiyofumi Horiuchi¹, Masahiko Yamaguchi¹

Affiliation

¹ Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University , Aoba, Sendai 980-8578, Japan.

PMID: 27936692
DOI: 10.1021/acs.joc.6b02585

Abstract

Unsymmetric di(heteroaryl) sulfides were synthesized by a rhodium-catalyzed heteroarylthio exchange reaction of heteroaryl aryl ethers and S-(heteroaryl) thioesters. The reaction has broad applicability, giving diverse unsymmetric di(heteroaryl) sulfides containing five- and six-membered heteroarenes. No base is required in this reaction, which has been developed by the judicious design of organic substrates.

Publication types

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