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Synlett 2007(10): 1616-1618  
DOI: 10.1055/s-2007-982549
LETTER
© Georg Thieme Verlag Stuttgart · New York

Short Access to 4-Alkenylbenzonitriles: Reaction of Anionic Reduced Forms of Terephthalonitrile with Alkenyl Bromides

Elena V. Panteleevaa,b, Günter Haufe*c, Vitalij D. Shteingarts*a,b
a N. N. Vorozhtsov Institute of Organic Chemistry, Russian Academy of Sciences, Siberian Division, Lavrentiev Ave. 9, 630090 Novosibirsk, Russia
e-Mail: shtein@nioch.nsc.ru;
b Novosibirsk State University, Pirogovastr. 2, 630090 Novosibirsk, Russia
c Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Corrensstr. 40, 48149 Münster, Germany
Fax: +49(251)8339772; e-Mail: haufe@uni-muenster.de;
Further Information

Publication History

Received 17 March 2007
Publication Date:
06 June 2007 (online)

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Abstract

Direct one-pot syntheses of 4-(ω-alkenyl)-benzonitriles in high yields have been achieved via the reaction of terephthalo­nitrile dianion with allyl or ω-alkenyl bromides in liquid ammonia.

Key words

reductive alkylation - terephthalonitrile dianion and radical anion - para-(ω-alkenyl)benzonitriles

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