Hetero-Diels-Alder (HDA) Strategy for the Preparation of 6-Aryl- and Heteroaryl-Substituted Piperidin-2-one Scaffolds: Experimental and Theoretical Studies (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Hetero-Diels-Alder (HDA) Strategy for the Preparation of 6-Aryl- and Heteroaryl-Substituted Piperidin-2-one Scaffolds: Experimental and Theoretical Studies (Articolo in rivista) (literal)

Anno

• 2011-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1002/ejoc.201100930 (literal)

Alternative label

• Long, S. ; Monari, M. ; Panunzio, M.; Bandini, E. ; D'Aurizio, A.; Venturini, A. (2011)
  Hetero-Diels-Alder (HDA) Strategy for the Preparation of 6-Aryl- and Heteroaryl-Substituted Piperidin-2-one Scaffolds: Experimental and Theoretical Studies
  in European journal of organic chemistry (Online)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Long, S. ; Monari, M. ; Panunzio, M.; Bandini, E. ; D'Aurizio, A.; Venturini, A. (literal)

Pagina inizio

• 6218 (literal)

Pagina fine

• 6225 (literal)

Rivista

• European journal of organic chemistry (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

• 7 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• ISOF CNR, Area Ric Bologna, I-40129 Bologna, Italy Dipartimento Chim G Ciamician, I-49126 Bologna, Italy (literal)

Titolo

• Hetero-Diels-Alder (HDA) Strategy for the Preparation of 6-Aryl- and Heteroaryl-Substituted Piperidin-2-one Scaffolds: Experimental and Theoretical Studies (literal)

Abstract

• Preparation of piperidine-2-one scaffolds by the hetero-Diels-Alder (HAD) reaction, assisted by microwaves, is described. The versatility of this new approach has been demonstrated by the synthesis of racemic (+/-)-2-phenylpiperidine. Theoretical calculations have allowed us to clarify the factors that govern ring closure to form four-membered rings, arising from a Staudinger-type electrocyclization, and/or six-membered rings through a classical [4+2] HAD cyclization. This competition may be lowered by increasing the electronic demand of the dienophile, as anticipated by the computational studies. (literal)

Prodotto di

• Sintesi e caratterizzazione mediante metodologie chimiche innovative, di scaffold molecolari per l'individuazione di nuove molecole biologicamente attive. (PM.P03.011.002) (Modulo)
• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)

Autore CNR

• ELISA BANDINI (Unità di personale interno)
• ALESSANDRO VENTURINI (Persona)
• MAURO PANUNZIO (Persona)

Insieme di parole chiave

• Keywords of "Hetero-Diels-Alder (HDA) Strategy for the Preparation of 6-Aryl- and Heteroaryl-Substituted Piperidin-2-one Scaffolds: Experimental and Theoretical Studies" (Insieme di parole chiave)

Incoming links:

Prodotto

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• Sintesi e caratterizzazione mediante metodologie chimiche innovative, di scaffold molecolari per l'individuazione di nuove molecole biologicamente attive. (PM.P03.011.002) (Modulo)

Autore CNR di

• ELISA BANDINI (Unità di personale interno)
• ALESSANDRO VENTURINI (Persona)
• MAURO PANUNZIO (Persona)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• European journal of organic chemistry (Rivista)

Insieme di parole chiave di

• Keywords of "Hetero-Diels-Alder (HDA) Strategy for the Preparation of 6-Aryl- and Heteroaryl-Substituted Piperidin-2-one Scaffolds: Experimental and Theoretical Studies" (Insieme di parole chiave)