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Reaction of 1,2-dialkyldiaziridines with ketenes as a new approach to cyclic and linear systems containing the N— C—N fragment
Authors:A V Shevtsov  V Yu Petukhova  Yu A Strelenko  K A Lyssenko  N N Makhova  V A Tartakovsky
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
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. __________ Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 997–1006, April, 2005.
Keywords:diaziridines  ketenes  imidazolidin-4-ones  alkenylacetamides  β  -lactams  X-ray diffraction analysis
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