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Titolo:
Benzylic nitroalkylation by paired electrolysis of benzyl sulfides in nitroalkanes
Autore:
Kim, S; Uchiyama, R; Kitano, Y; Tada, M; Chiba, K;
Indirizzi:
Tokyo Univ Agr & Technol, Bioorgan Chem Lab, Fuchu, Tokyo 1838509, Japan Tokyo Univ Agr & Technol Fuchu Tokyo Japan 1838509 , Tokyo 1838509, Japan
Titolo Testata:
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
fascicolo: 1-2, volume: 507, anno: 2001,
pagine: 152 - 156
Fonte:
ISI
Lingua:
ENG
Soggetto:
LITHIUM PERCHLORATE-NITROMETHANE; ANODIC GEM-DIFLUORINATION; DIELS-ALDER REACTIONS; O-QUINONE METHIDES; GENERATED IN-SITU; ORGANIC-COMPOUNDS; ELECTROCHEMICAL OXIDATION; UNACTIVATED ALKENES; CYCLOADDITION REACTION; PARTIAL FLUORINATION;
Keywords:
nitroalkylation; paired electrosynthesis; lithium perchlorate; nitromethane; sulfide; dithioacetal;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
27
Recensione:
Indirizzi per estratti:
Indirizzo: Chiba, K Tokyo Univ Agr & Technol, Bioorgan Chem Lab, 3-5-8 Saiwai Cho, Fuchu, Tokyo 1838509, Japan Tokyo Univ Agr & Technol 3-5-8 Saiwai Cho Fuchu Tokyo Japan 1838509
Citazione:
S. Kim et al., "Benzylic nitroalkylation by paired electrolysis of benzyl sulfides in nitroalkanes", J ELEC CHEM, 507(1-2), 2001, pp. 152-156

Abstract

Benzylic nitroalkylation was accomplished by the paired electrolytic reaction of varied benzyl phenyl sulfides and nitroalkanes in the presence of lithium perchlorate. Benzyl cations were generated by anodic oxidation of thesulfides, and the in situ-generated cationic intermediates were trapped bythe cathodic-activated nitroalkyl anion to form the desired nitroalkylatedproducts. Furthermore, electrolysis of benzylic dithioacetals efficiently gave the corresponding carbocations to form the desired nitroalkylated compounds. (C) 2001 Elsevier Science B.V. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 15/07/20 alle ore 07:56:13