http://www.cnr.it/ontology/cnr/individuo/prodotto/ID232416
Uncommon Aqueous Media for Nitrilimine Cycloadditions. I. Synthetic and Mechanistic Aspects in the Formation of 1-Aryl-5-substituted-4,5-dihydropyrazoles (Articolo in rivista)
- Type
- Label
- Uncommon Aqueous Media for Nitrilimine Cycloadditions. I. Synthetic and Mechanistic Aspects in the Formation of 1-Aryl-5-substituted-4,5-dihydropyrazoles (Articolo in rivista) (literal)
- Anno
- 2002-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1039/b205063c (literal)
- Alternative label
G. Molteni, A. Ponti, M. Orlandi (2002)
Uncommon Aqueous Media for Nitrilimine Cycloadditions. I. Synthetic and Mechanistic Aspects in the Formation of 1-Aryl-5-substituted-4,5-dihydropyrazoles
in New journal of chemistry (1987)
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- G. Molteni, A. Ponti, M. Orlandi (literal)
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- Pagina fine
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
- Rivista
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- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Universita` di Milano, Dipartimento di Chimica Organica e Industriale, via Golgi 19,
20133, Milano, Italy. E-mail: giorgio.molteni@unimi.it; Fax: 02-50314139; Tel: 02-50314141
Consiglio Nazionale delle Ricerche, Istituto di Scienze e Tecnologie Molecolari, via Golgi 19,
20133, Milano, Italy
Universita` di Milano-Bicocca, Dipartimento di Scienze dell'Ambiente e del Territorio,
Piazza della Scienza 1, 20126, Milano, Italy (literal)
- Titolo
- Uncommon Aqueous Media for Nitrilimine Cycloadditions. I. Synthetic and Mechanistic Aspects in the Formation of 1-Aryl-5-substituted-4,5-dihydropyrazoles (literal)
- Abstract
- A number of 1-aryl-5-substituted-4,5-dihydropyrazoles 4 have been synthesised by 1,3-dipolar cycloaddition of
variously substituted nitrilimines 2 onto the appropriate alkenyl dipolarophiles 3 in aqueous media and in the
presence of a surfactant. Under these conditions, uncommon for the large majority of [3+2] cycloadditions, the
electronic features of both the cycloaddends strongly dictate the reaction outcome. Clean and fast
cycloadditions were observed between electron-rich nitrilimines and electron-poor dipolarophiles, while the
reversal of the electronic features of the reactants gave poor results. Changes in surfactant concentration leads
to some novel mechanistic insights. (literal)
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