Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen

Authors
Makosza, M Surowiec, M
Citation
M. Makosza et M. Surowiec, Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen, J ORGMET CH, 624(1-2), 2001, pp. 167-171
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
624
Issue
1-2
Year of publication
2001
Pages
167 - 171
Database
ISI
SICI code
0022-328X(20010401)624:1-2<167:AONWGR>2.0.ZU;2-Z
Abstract
Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen (ONSH) can be efficiently executed with potasium permanganate in liquid ammonia as an oxidative system for the sigma (H) add ucts. The addition of RMgX to ArNO2 of stoichiometry 1:1 is accompanied wit h a redox process apparently of stoichiometry 2:1. Because of that, real st oichiometry of the reaction between nitroarenes and Grignard reagents is ca . 1:1.5. (C) 2001 Elsevier Science B.V. AH rights reserved.