Synlett 2019; 30(02): 181-184
DOI: 10.1055/s-0037-1610308
letter
© Georg Thieme Verlag Stuttgart · New York

Ph3P/I-Promoted Dichlorination or Dibromination of Epoxides with XCH2CH2X (X = Cl or Br)

Jin Long
a   Institute of Pharmacy and Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, 28 Western Changsheng Road, Hengyang, Hunan, 421001, P. R. of China   Email: zhengxing5018@yahoo.com
b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: jlin@sioc.ac.cn   Email: jchxiao@sioc.ac.cn
,
Jia Chen
b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: jlin@sioc.ac.cn   Email: jchxiao@sioc.ac.cn
,
Rong Li
a   Institute of Pharmacy and Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, 28 Western Changsheng Road, Hengyang, Hunan, 421001, P. R. of China   Email: zhengxing5018@yahoo.com
,
Zhuo Liu
a   Institute of Pharmacy and Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, 28 Western Changsheng Road, Hengyang, Hunan, 421001, P. R. of China   Email: zhengxing5018@yahoo.com
b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: jlin@sioc.ac.cn   Email: jchxiao@sioc.ac.cn
,
Xuan Xiao
a   Institute of Pharmacy and Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, 28 Western Changsheng Road, Hengyang, Hunan, 421001, P. R. of China   Email: zhengxing5018@yahoo.com
b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: jlin@sioc.ac.cn   Email: jchxiao@sioc.ac.cn
,
Jin-Hong Lin*
b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: jlin@sioc.ac.cn   Email: jchxiao@sioc.ac.cn
,
Xing Zheng*
a   Institute of Pharmacy and Pharmacology, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, University of South China, 28 Western Changsheng Road, Hengyang, Hunan, 421001, P. R. of China   Email: zhengxing5018@yahoo.com
,
Ji-Chang Xiao*
b   Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: jlin@sioc.ac.cn   Email: jchxiao@sioc.ac.cn
› Author Affiliations

We thank the National Basic Research Program of China (2015CB931903), the National Natural Science Foundation (21421002, 21472222, 21502214, 21672242, 81273537), the Chinese Academy of Sciences (XDA02020105, XDA02020106), the Key ­Research Program of Frontier Sciences (CAS) (QYZDJSSW-SLH049), the Key Project of Hunan Province Science and Technology Department (2016DK2001), the Key Project of Hunan Provincial Education Department (No. 17A190), the Zhengxiang Scholar Program of the University of South China, Hunan Provincial Hengyang City Joint Fund (2017JJ4050), and the Key Project of Hengyang Science and Technology Department(2017KJ166) for financial support.
Further Information

Publication History

Received: 03 September 2018

Accepted after revision: 30 September 2018

Publication Date:
19 December 2018 (online)


Abstract

Ph3P/I-promoted dichlorination and dibromination of epoxides by using XCH2CH2X (X = Cl or Br) as the halogen source and reaction solvent is described. All reagents are widely available and easy to handle, and mild conditions and operational simplicity make this protocol attractive.

Supporting Information