Conclusions
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1.
Trichloroacetyl isocyanate reacts with the p-CH3- and p-CH3O-substituted and unsubstituted phenylacetylenes and certain tolanes of the 2,4-cycloaddition type, with the formation of 1,3-oxazin-4-one derivatives.
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2.
A thermographic study of the reaction of trichloroacetyl isocyanate with p-substituted phenylacetylenes revealed that the reactivity of p-substituted phenylacetylenes in the reaction with-trichloroacetyl isocyanate depends on the electronic effect of the substituents.
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B. A. Arbuzov, N. N. Zobova, and F. B. Balabanova, Izv. Akad. Nauk SSSR, Ser. Khim., 577 (1971).
A. Liberles and B. Matlos, J. Org. Chem.,36, 2710 (1971).
W. Manchot, Ann. Chem.,387, 280 (1912).
Organic Reactions [Russian translation], Vol. 5, IL (1951), pp. 56, 57.
C. D. Cook and S. S. Danyluk, Tetrahedron,19, 177 (1963).
A. Cohn, D. Smith, and R. Commer, Organic Syntheses [Russian translation], Vol. 6, IL (1956), p. 34.
M. Soichi, K. Motoyuki, and N. Masazuni, Bull. Chem. Soc. Japan,35, 135 (1962); Ref. Zh. Khim., 24J164 (1962).
M. S. Newman and D. E. Reid, J. Org. Chem.,23, 665 (1958).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1580–1583, July, 1973.
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Arbuzov, B.A., Sobova, N.N., Balabanova, F.B. et al. Reaction of trichloroacetyl isocyanate with arylacetylenes. Russ Chem Bull 22, 1530–1532 (1973). https://doi.org/10.1007/BF00930055
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DOI: https://doi.org/10.1007/BF00930055