Reaction of 1,2-dialkyldiaziridines with ketenes as a new approach to cyclic and linear systems containing the N— C—N fragment |
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Authors: | A V Shevtsov V Yu Petukhova Yu A Strelenko K A Lyssenko N N Makhova V A Tartakovsky |
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Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russian Federation |
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Abstract: | The reaction of 1,2-dialkyldiaziridines with ketenes proceeds through the N—N bond cleavage to form three types of structures
containing the N—C—N fragment, viz., 1,3-dialkylimidazolidin-4-ones, 3,5-diacyl-3,5-diazahept-1-enes, and β-lactams. The reaction pathway depends on the reaction
conditions and the structures of the starting compounds.
Dedicated to Corresponding Member of the Russian Academy of Sciences E. P. Serebryakov on the occasion of his 70th birthday.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 997–1006, April, 2005. |
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Keywords: | diaziridines ketenes imidazolidin-4-ones alkenylacetamides β -lactams X-ray diffraction analysis |
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