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Solvent‐Controlled α‐Monobromination, α,α‐Dibromination or Imidation of 1,3‐Diketones with N ‐Bromosuccinimide
Author(s) -
Zou LiangHua,
Li YanChun,
Li PingGui,
Zhou Jing,
Wu Zhimeng
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800994
Subject(s) - chemistry , n bromosuccinimide , regioselectivity , solvent , selectivity , solvent effects , reaction conditions , organic chemistry , diketone , halogenation , catalysis
In this work, we present a solvent‐controlled regioselective method for α‐monobromination, dibromination or imidation of 1,3‐diketones with N ‐bromosuccinimide under simple reaction conditions. The employment of solvents plays a key role on the reaction selectivity providing α‐monobrominated, dibrominated and imidated products. Visible light irradiation accelerates the dibromination reaction of 1,3‐diketones. In particular, one important solvent was found to be highly effective for the imidation of 1,3‐diketones under base‐free condition.