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Titolo:
1,3-DIPOLAR CYCLOADDITION CHEMISTRY OF 2,3-BIS(PHENYLSULFONYL)-1,3-DIENE WITH DIAZOALKANES
Autore:
PADWA A; MESKE M; RODRIGUEZ A;
Indirizzi:
EMORY UNIV,DEPT CHEM,1515 PIERCE DR ATLANTA GA 30322 CLARK ATLANTA UNIV ATLANTA GA 30314
Titolo Testata:
Heterocycles
fascicolo: 1, volume: 40, anno: 1995,
pagine: 191 - 204
SICI:
0385-5414(1995)40:1<191:1CCO2>2.0.ZU;2-0
Fonte:
ISI
Lingua:
ENG
Soggetto:
DIELS-ALDER REACTIONS; 2-PHENYLSULFONYL 1,3-DIENES; PHOTOCHEMICAL DECOMPOSITION; OXIDATIVE DESULFONYLATION; ORGANIC TRANSFORMATIONS; VERSATILE SYNTHONS; ADDITION REACTIONS; PHENYL SULFONES; VINYL SULFONES; ENAMINES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
64
Recensione:
Indirizzi per estratti:
Citazione:
A. Padwa et al., "1,3-DIPOLAR CYCLOADDITION CHEMISTRY OF 2,3-BIS(PHENYLSULFONYL)-1,3-DIENE WITH DIAZOALKANES", Heterocycles, 40(1), 1995, pp. 191-204

Abstract

2,3-Bis(phenylsulfonyl)-1,3-butadiene was found to react smoothly with diazomethane and diazopropane to give a mixture of 1:1- and 2:1-cycloadducts. Heating the 1:1-cycloadduct at 110 degrees C resulted in loss of nitrogen and formation of mainly phenylsulfonyl-substituted 1,3-dienes. Cycloaddition of 2-phenylsulfinyl-3-phenylsulfonyl-1,3-butadiene with the same diazoalkanes gave only 1:1-cycloadducts which readily extruded nitrogen producing related 1,3-dienes. The regiochemistry of the dipolar cycloaddition is compatible with FMO considerations.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 29/09/20 alle ore 05:22:52