Abstract
Nitrogen-containing π-rich heterocycles under mild conditions are acylated by o-chlorobenzene-sulfonylisocyanate, forming C-arylsulfonylcarbamoyl derivatives; O- and S-containing heterocycles do not react under these conditions.
Similar content being viewed by others
References
N. L. Nam, I. I. Grandberg, and V. I. Sorokin, Khim. Geterotsikl. Soedin., No. 1, 46 (1994).
G. H. Barnett and H. J. Anderson, Canad. J. Chem.,58, 409 (1980).
M. Seefelder, Chem. Ber.,96, 3243 (1963)..
G. Mehta and D. N. Dhas, Synthesis, No. 3, 374 (1978).
H. Ulrich, Chem. Rev.,65, 369 (1965).
R. Graf, Lieb. Ann., No. 661, 111 (1963).
R. Graf, Chem Ber.,89, 1071 (1956).
S. Gronowitz, A. Jornfeldt, B. Gestobbot, and R. Hoffman, Ark. Kemi,18, 133 (1961).
R. A. Jones, T. Mc. L. Spotswood, and A. Chenychit, Tetrahedron,23, 4469 (1967).
D. Barton and W. D. Ollis (eds.), Comprehensive Organic Chemistry [Russian translation], Khimiya, Moscow (1985), Vol. 8, p. 337.
D. Barton and W. D. Ollis (eds.), Comprehensive Organic Chemistry [Russian translation], Khimiya, Moscow (1985), Vol. 8, p. 494.
M. Jardine and C. Brown. Canad. J. Chem.,41, 2067 (1963).
J. A. van Allen, J. Heterocyclic Chem.,2, 195 (1974).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 205–209, February, 1996.
Rights and permissions
About this article
Cite this article
Nam, N.L., Grandberg, I.I. & Sorokin, V.I. C-acylation of π-rich heterocycles byo-chlorobenzenesulfonylisocyanate. Chem Heterocycl Compd 32, 180–185 (1996). https://doi.org/10.1007/BF01165442
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01165442