35530-37-1Relevant articles and documents
C-phosphorylated N-(trichloroethylidene)sulfonamides: A new type of highly electrophilic imines
Rassukana, Yuliya V.,Onys'ko, Petro P.,Davydova, Kateryna O.,Sinitsa, Anatolii D.
, p. 3643 - 3649 (2007/10/03)
A convenient preparative approach to previously unknown, highly electrophilic C-phosphorylated N-arylsulfonylimines 1, based on fairly readily accessible α-phosphorylated sulfonamides 5, has been developed. Compounds 1 react with trialkyl phosphites or ethyl diphenylphosphinite in the aza-Perkow reaction scheme to give C,N-diphosphorylated N-dichlorovinylsulfonamides 8. On treatment with O- and S-nucleophilic agents (alcohols, thiols, thiophenols), 1 forms addition products 12 and 15, the functionalized derivatives of α-aminophosphonic acids, while interaction between 1 and mercaptoacetic acid proceeds with intramolecular cyclization of the intermediate adduct to produce the novel 2-phosphorylated thiazolidinones 17. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.