Abstract
Reformatsky reagents obtained from methyl 1-bromocyclohexane-and 1-bromocyclopentane-1-carboxylates reacted with aromatic aldehyde phenyl-and benzoylhydrazones to give 3-aryl-2-phenylamino-2-azaspiro[3.5]nonan-, 3-aryl-2-phenylamino-2-azaspiro[3.4]octan-, 3-aryl-2-benzoylamino-2-azaspiro[3.5]-nonan-, and 3-aryl-2-benzoylamino-2-azaspiro[3.4]octan-1-ones, respectively. The reaction of furan-2-carbaldehyde phenylhydrazone with methyl 1-bromocyclohexane-1-carboxylate and zinc led to the formation of 4-(2-furyl)-2-phenyl-2,3-diazaspiro[4.5]decan-1-one.
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Kirillov, N.F. and Shchepin, V.V., Russ. J. Gen. Chem., 2005, vol. 75, p. 590.
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Original Russian Text © V.V. Shchepin, N.F. Kirillov, V.S. Melekhin. 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 10, pp. 1500–1503.
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Shchepin, V.V., Kirillov, N.F. & Melekhin, V.S. Reformatsky reaction of methyl 1-bromocycloalkane-1-carboxylates with phenyl-and benzoylhydrazones derived from aromatic aldehydes. Russ J Org Chem 42, 1486–1489 (2006). https://doi.org/10.1134/S1070428006100150
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DOI: https://doi.org/10.1134/S1070428006100150