A New Synthesis of Sulfur-, Nitrogen- and Oxygen-Containing Eight-Membered Ring Lactams

Autor:	Rebekka Pflantz, Mario Kricka, Jonas Sluiter, Jens Christoffers, Wolfgang Saak, Christoph Hoenke
Rok vydání:	2009
Předmět:	Diketone Organic Chemistry Ring (chemistry) Chemical synthesis Medicinal chemistry Pyrrolidine chemistry.chemical_compound chemistry Lactam Organic chemistry Moiety Physical and Theoretical Chemistry Tetrahydrothiophene Tetrahydrofuran
Zdroj:	European Journal of Organic Chemistry. 2009:5431-5436
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200900825
Popis:	Bi(NO3)3-catalyzed ring expansion of five-membered ring 1,4-diketones in the presence of primary amines leads to eight-membered ring lactams. When applied to starting materials with a tetrahydrothiophene or pyrrolidine moiety, tetrahydro-2H-1,4-thiazocin-3-ones and hexahydro-1,4-diazocin-2-ones are obtained as representatives of these very rare heterocyclic systems. In the case of tetrahydrofuran derivatives, other reaction conditions are required and yields of tetrahydro-2H-1,4-oxazocin-3-ones are very low.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ef4935ddd9eab7ed06b837d72eccc03d https://doi.org/10.1002/ejoc.200900825 Plný text