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Aminohalogenation of Electron‐Deficient Olefins Promoted by Hypervalent Iodine Compounds
Author(s) -
Wu XueLiang,
Wang GuanWu
Publication year - 2008
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.200800842
Subject(s) - hypervalent molecule , chemistry , iodine , cinnamates , benzene , catalysis , iodine compounds , organic chemistry , iodide
An efficient and practical procedure for the aminohalogenation of electron‐deficient olefins promoted by hypervalent iodine compounds has been demonstrated. The catalytic efficiency of various hypervalent iodine compounds with different carboxylic and sulfonic ligands has also been investigated and of these (diacetoxyiodo)benzene exhibited the highest activity. A series of substrates, including α,β‐unsaturated ketones, cinnamates, and cinnamides, were tolerable under the conditions employed and were aminochlorinated/‐brominated in good yields and with excellent diastereoselectivities.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)