NOVEL SYNTHESIS OF PYRROLIDINONES BY COBALT CARBONYL CATALYZED CARBONYLATION OF AZETIDINES - A NEW RING-EXPANSION CARBONYLATION REACTION OF 2-VINYLAZETIDINES TO TETRAHYDROAZEPINONES
Articolo
Data di Pubblicazione:
1989
Citazione:
NOVEL SYNTHESIS OF PYRROLIDINONES BY COBALT CARBONYL CATALYZED CARBONYLATION OF AZETIDINES - A NEW RING-EXPANSION CARBONYLATION REACTION OF 2-VINYLAZETIDINES TO TETRAHYDROAZEPINONES / D. ROBERTO, H. ALPER. - In: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. - ISSN 0002-7863. - 111:19(1989), pp. 7539-7543. [10.1021/ja00201a040]
Abstract:
Pyrrolidinones can be synthesized in high yields and regioselectivity by the cobalt carbonyl catalyzed carbonylation of azetidines. For 2-substituted azetidines (alkyl, aryl, CH2OH, CH2OR, CH2OCOR, and COOR), carbonyl insertion occurs in the more or less substituted ring carbon-nitrogen bond depending on the kind of substituent group and on the reaction temperature. In the case of 2-vinylazetidines, ring expansion and carbonylation affords seven-membered-ring tetrahydroazepinones. Good functional group tolerance was observed in these reactions.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
D. Roberto, H. Alper
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