129919-53-5Relevant articles and documents
Reactions of Organic Anions, 177. Vicarious Nucleophilic Substitution of Hydrogen, Bisannulation and Competitive Reactions of α-Haloalkyl Carbanions with Bicyclic Azaaromatic Compounds
Makosza, Mieczyslaw,Golinski, Jerzy,Ostrowski, Stanislaw,Rykowski, Andrzej,Sahasrabudhe, Arvind B.
, p. 577 - 585 (2007/10/02)
Carbanions of α-haloalkyl aryl sulfones, sulfonates, and sulfonamides react with bicyclic heteroaromatic compounds (quinoxalines, naphthyridines, and 5-azaquinoxalines) according to two general pathways: vicarious nucleophilic substitution of hydrogen and/or bisannulation.In some cases other competitive reactions such as SNAr are observed.Factors governing the direction of these reactions are discussed in terms of the charge distribution in the anionic ? adducts and the reaction conditions.
