Abstract
A method for the synthesis ofS-arylN,N-dialkylamidothiosulfates, a novel class of sulfenic acid derivatives, was proposed. The method is based on the reaction of arenesulfenyl chlorides withN,N-dialkylamidosulfinic acids or with secondary amines in liquid SO2 in the presence of triethylamine. In the presence of halogen-containing Lewis acids,S-arylN,N-dialkyl-amidothiosulfates add to the C=C bonds to give aryl β-haloalkyl sulfides.
References
E. Kühle,Synthesis, 1970, 561.
E. Kühle,Synthesis, 1971, 563.
E. Kühle,Synthesis, 1971, 61.
G. Weiss and G. Schulze,Ann. Chem., 1969,729, 49.
W. H. Mueller and P. E. Butler,J. Org. Chem., 1968,33, 1533.
Methoden der Organischen Chemie (Houben-Weyl), Georg Thieme Verlag, Stuttgart, 1958,XI/2, p. 732.
Author information
Authors and Affiliations
Additional information
Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1484–1487, August, 2000.
Rights and permissions
About this article
Cite this article
Zyk, N.V., Beloglazkina, E.K., Lapshina, O.A. et al. S-ArylN,N-dialkylamidothiosulfates, a novel class of sulfenic acid derivatives. Russ Chem Bull 49, 1478–1480 (2000). https://doi.org/10.1007/BF02495103
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF02495103