Synthesis 2020; 52(02): 197-207
DOI: 10.1055/s-0039-1690714
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in Difluoromethylthiolation

Xuan Xiao §
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
b  Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, P. R. of China   Email: [email protected]   Email: [email protected]
,
Zi-Tong Zheng §
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
,
Ting Li
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
,
Jing-Lin Zheng
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
,
Ting Tao
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
,
Li-Mei Chen
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
,
Jin-Ying Gu
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
,
Xu Yao
a  Group of Lead Compound, Institute of Pharmacy & Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, Hengyang 421001, P. R. of China   Email: [email protected]
,
Jin-Hong Lin
b  Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, P. R. of China   Email: [email protected]   Email: [email protected]
,
Ji-Chang Xiao
b  Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, P. R. of China   Email: [email protected]   Email: [email protected]
› Author Affiliations
We thank the National Natural Science Foundation (21421002, 21672242), Key Research Program of Frontier Sciences, Chinese Academy of Sciences (QYZDJSSW-SLH049), and National Basic Research Program of China (2015CB931903), Hunan Graduate Science and Technology Innovation Projects (CX2018B585), the Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study (0223-0007-000004), the Undergraduate Research Learning and Innovative Experiment Project, University of South China (2019-100, 2018XJXZ188, 2018XJXZ350, 2018XJXZ194, 2018XJXZ351), the Guiding Project Of Hengyang Science and Technology Department (S2018F9031015299), Program for Innovative Talent Team of Hengyang (2017-1), the Key Project of Hengyang Science and Technology Department (2017KJ166) for financial support.
Further Information

Publication History

Received: 10 July 2019

Accepted after revision: 26 September 2019

Publication Date:
21 October 2019 (online)


§ These authors contributed equally to this work.

Abstract

The difluoromethylthio group (HCF2S), which has been identified as a valuable functionality in drug and agrochemical discovery, has received increased attention recently. Two strategies, difluoromethylation and direct difluoromethylthiolation, have been well established for HCF2S incorporation. The former strategy suffers from the need to prepare sulfur-containing substrates. In contrast, direct difluoromethylthiolation is straightforward and step-economic. This short review covers the recent advances in direct difluoromethylthiolation, including electrophilic, radical, and transition-metal-catalyzed or -promoted reactions­.

1 Introduction

2 Electrophilic Difluoromethylthiolation

3 Radical Difluoromethylthiolation

4 Transition-Metal-Catalyzed or -Promoted Difluoromethylthiolation

5 Conclusions and Perspectives

 
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