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Reactivity of arylic carbanions generated by reductive cleavage of C-N bond of N,N-dimethylanilines

Azzena, Ugo Gavino and Cattari, Manuela and Melloni, Giovanni and Pisano, Luisa (2003) Reactivity of arylic carbanions generated by reductive cleavage of C-N bond of N,N-dimethylanilines. Synthesis, Vol. 2003 , p. 2811-2814. ISSN 0039-7881. eISSN 1437-210X. Article.

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DOI: 10.1055/s-2003-42481

Abstract

Phenyl-substituted N,N-dimethylanilines, synthesized by Suzuki coupling reactions in good yields, are transformed to their corresponding arylic carbanions by reductive C-N cleavage with lithium at room temperature. These carbanions react with various electrophiles affording the corresponding ipso-substituted products with absolute regioselectivity.

Item Type:Article
ID Code:2550
Status:Published
Refereed:Yes
Uncontrolled Keywords:Aryllithium, reduction, regioselectivity, deamination, terphenyls
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Thieme
ISSN:0039-7881
eISSN:1437-210X
Copyright Holders:© Georg Thieme
Deposited On:18 Aug 2009 10:08

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