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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*

*Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032; University of South China, Hengyang, Hunan, 421001, P. R. of China, Email:,,

J. Long, J. Chen, R. Li, Z. Liu, X. Xiao, J.-H. Ling, X. Zheng, J.-C. Xiao, Synlett, 2019, 30, 181-184.

DOI: 10.1055/s-0037-1610308

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A Ph3P/I--promoted dihalogenation of epoxides provides 1,2-dihalides in the presence of XCH2CH2X (X = Cl or Br) as the solvent and halogen source. All reagents are widely available and easy to handle. The protocol offers mild conditions and operational simplicity.

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Key Words

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

ID: J72-Y2019