Abstract
A method was developed for the synthesis of 2-amino-1-azirines under the conditions of a modified Neber reaction. Their reactivities with respect to mono- and dicarboxylic acids and thiocarboxylic acids were investigated.
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D. Anderson and A. Hassner, Synthesis, No. 8, 483 (1975).
F. Fowler, Heterocycl. Chem., 13, 47 (1971).
H. Heimgartner, Isr. J. Chem., 21, 151 (1981).
H. Heimgartner, Chimia, 33, 111 (1979).
S. Chaloupka, P. Vittorelli, H. Heimgartner, K. Bernauer, and W. Oberhänsli, Helv. Chim. Acta, 60, 2476 (1977).
H. Link, K. Bernauer, S. Chaloupka, H. Heimgartner, and H. Schmid, Helv. Chim. Acta, 61, 2116 (1978).
H. Link, K. Bernauer, and J. J. Daly, Helv. Chim. Acta, 64, 49 (1981).
H. Link, Helv. Chim. Acta, 61, 2419 (1978).
P. Vittorelli, H. Heimgartner, H. Schmid, P. Hoet, and L. Chosez, Tetrahedron, 30, 3737 (1974).
J. A. Hyatt, J. Org. Chem., 46, 3953 (1981).
P. Chandrasekhar, H. Heimgartner, and H. Schmid, Helv. Chim. Acta, 60, 2270 (1977).
P. Cahndrasekhar, V. Schmid, R. Schmid, H. Heimgartner, and H. Schmid, Helv. Chim. Acta, 58, 1191 (1975).
M. Rens and L. Chosez, Tetrahedron Lett., No. 43, 3765 (1970).
P. Vittorelli, H. Heimgartner, H. Schmid, P. Hoet, and L. Chosez, Tetrahedron, 30, 3740 (1974).
M. B. Robin, F. A. Bovey, and H. Basch, in: The Chemistry of Amides, J. Zabisky, ed., Interscience, London-New York (1970), p. 7.
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Translated from Khimiya Geterotsiklieheskikh Soedinenii, No. 9, pp. 1202–1206, September, 1985.
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Eremeev, A.V., Piskunova, I.P. & Él'kinson, R.S. Synthesis of 2-amino-1-azirines and their reactions with carboxylic acids. Chem Heterocycl Compd 21, 998–1002 (1985). https://doi.org/10.1007/BF00515022
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DOI: https://doi.org/10.1007/BF00515022