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

Jin Long; Jia Chen; Rong Li; Zhuo Liu; Xuan Xiao; Jin-Hong Lin; Xing Zheng; Ji-Chang Xiao

doi:10.1055/s-0037-1610308

Synlett, Table of Contents

Synlett 2019; 30(02): 181-184
DOI: 10.1055/s-0037-1610308

letter

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

Jin Long

^aInstitute 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

^bKey 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

^bKey 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

^aInstitute 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

^aInstitute 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

^bKey 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

^aInstitute 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

^bKey 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*

^bKey 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*

^aInstitute 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*

^bKey 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

Abstract

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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.

Key words

epoxide - dichlorination - dibromination - 1,2-dihalides - triphenylphosphine

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References

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