Acid catalysed reactions of omega-mercaptoalkyl-phosphinic anilides: reluctance of the thiol group to participate in displacement of the aniline moiety

Authors
Harger, MJP
Citation
Mjp. Harger, Acid catalysed reactions of omega-mercaptoalkyl-phosphinic anilides: reluctance of the thiol group to participate in displacement of the aniline moiety, J CHEM R-S, (6), 2000, pp. 296-297
Citations number
7
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF CHEMICAL RESEARCH-S
ISSN journal
03082342 → ACNP
Issue
6
Year of publication
2000
Pages
296 - 297
Database
ISI
SICI code
0308-2342(200006):6<296:ACROOA>2.0.ZU;2-8
Abstract
Acid catalysed cyclisation occurs readily with HO(CH2)(n+3)P(O)(NHPh)Ph (n = 0 or 1) in MeOH but only acyclic HS(CH2)(n+3)P(O)(OMe)Ph is obtained when HS(CH2)(n+3)P(O)(NHPh)Ph (n = 0 or 1) is treated with HCl in CDCl3 contain ing 1% MeOH; cyclisation can occur if MeOH is excluded completely but even the five-membered cyclic thiophosphinate 5 (n = 0) is not formed readily.