Synthesis of 3-Phenyl-4-piperidones from Acetophenone by Shapiro and Aza-Michael Reactions and Their Further Derivatization

Autor:	Anna Rosiak, Christoph Hoenke, Jens Christoffers
Rok vydání:	2007
Předmět:	chemistry.chemical_classification Ketone medicine.drug_class Organic Chemistry Carboxamide Shapiro reaction chemistry.chemical_compound chemistry Nitrogen atom Urea medicine Organic chemistry Piperidine Physical and Theoretical Chemistry Derivatization Acetophenone
Zdroj:	European Journal of Organic Chemistry. 2007:4376-4382
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200700325
Popis:	The Shapiro reaction of acetophenone is the key in a convenient three-step access to a divinyl ketone which is further transformed by double aza-Michael reactions with primary amines into N-substituted 3-phenyl-4-piperidones. In the case of N-benzyl and N-allyl derivatives, the piperidine nitrogen atom can be deprotected and further functionalized, for example, by carboxamide, carbamate, or urea formation.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d60372158bc3aafc6251825a6734a161 https://doi.org/10.1002/ejoc.200700325 Plný text