87505-12-2Relevant academic research and scientific papers
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.
FORMATION OF AZIRIDINE AND CYCLOPROPANE RINGS IN REACTION OF QUINOXALINES AND NAPHTHYRIDINES WITH α-HALOCARBANIONS
Golinski, J.,Makosza, M.,Rykowski, A.
, p. 3279 - 3280 (2007/10/02)
Quinoxalines and 1,5-,1,6-,1,7-and 1,8-naphthyridines react with chloromethyl phenyl sulfone and N,N-dialkyl chloromethanesulfonamides in the presence of base to give tetracyclic bis-aziridines and cyclopropane-aziridine derivatives.
