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Tele vs. Oxidative Substitution of Hydrogen in meta Monochloromethyl, Dichloromethyl, and Trichloromethyl Nitrobenzenes in the Reaction with Grignard Reagents
Author(s) -
Mąkosza Mieczysław,
Varvounis George,
Surowiec Marek,
Giannopoulo Thomas
Publication year - 2003
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.200300223
Subject(s) - chemistry , nitrobenzene , nucleophilic substitution , reagent , medicinal chemistry , substitution reaction , adduct , grignard reagent , oxidative addition , substitution (logic) , organic chemistry , hydrogen , chloride , catalysis , computer science , programming language
Grignard reagents add to nitrobenzene derivatives containing trichloromethyl, dichloromethyl, and monochloromethyl groups in the meta position to form σ H adducts, which are either further converted through departure of a chloride anion, giving products of tele substitution, or oxidized to products of oxidative nucleophilic substitution of hydrogen. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)