Conclusions
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1.
The trifluoroacetyl and trichloroacetyl isocyanates react with allyl vinyl and vinyl phenyl ethers to give linear adducts of general formula R1CONHCOCH=CHOR2. Benzoyl isocyanate reacts in a similar manner with allyl vinyl ether.
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2.
The trifluoroacetyl and trichloroacetyl isocyanates react with p-tolyl vinyl sulfide and p-bromophenyl vinyl sulfide, while benzoyl isocyanate reacts with phenyl vinyl ether, to give the corresponding substituted dihydro -1,3 -oxazin-4-ones.
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3.
An NMR study of the reactions of the geometric isomers of butenyl ethyl ether with trichloroacetyl isocyanate confirmed that fact that the formation of the linear isomers proceeds via intermediate 4- and 6-membered cyclic compounds.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1566–1570, July, 1974.
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Arbuzov, B.A., Zobova, N.N. & Andronova, I.I. Reaction of acylisocyanates with unsaturated ethers. Russ Chem Bull 23, 1484–1487 (1974). https://doi.org/10.1007/BF00929658
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DOI: https://doi.org/10.1007/BF00929658