Cyclization reaction of amines with dialkyl carbonates to yield 1,3-oxazinan-2-ones (Articolo in rivista)

Type
Label
  • Cyclization reaction of amines with dialkyl carbonates to yield 1,3-oxazinan-2-ones (Articolo in rivista) (literal)
Anno
  • 2012-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1351/PAC-CON-11-07-18 (literal)
Alternative label
  • McElroy R. C.; Aricò F.; Benetollo F.; Tundo P. (2012)
    Cyclization reaction of amines with dialkyl carbonates to yield 1,3-oxazinan-2-ones
    in Pure and applied chemistry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • McElroy R. C.; Aricò F.; Benetollo F.; Tundo P. (literal)
Pagina inizio
  • 707 (literal)
Pagina fine
  • 719 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://iupac.org/publications/pac/84/3/0707/ (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 84 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 3 (literal)
Note
  • Scopu (literal)
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • 1,2,4 : Università Ca' Foscari di Venezia, Dipartimento di Scienze Ambientali, Informatica e Statistica, Dorsoduro 2137, 30123, Venice, Italy 3 : ICIS-CNR, Corso Stati Uniti 4, 35127 Padova, Italy (literal)
Titolo
  • Cyclization reaction of amines with dialkyl carbonates to yield 1,3-oxazinan-2-ones (literal)
Abstract
  • A number of six-membered cyclic carbamates (oxazinanones) were synthesized from the reaction of a primary amine or hydrazine with a dicarbonate derivative of 1,3-diols in a one-pot reaction, in good yield, short time span, and in the absence of a solvent. The reaction proceeds in two steps: an intermolecular reaction to give a linear intermediate and an intramolecular cyclization to yield the cyclic carbamate. This is the first example of a carbonate reacting selectively and sequentially, firstly at the carbonyl center to form a linear carbamate and then as a leaving group to yield a cyclic carbamate. (literal)
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