PDF icon Download PDF
Synthesis 1992; 1992(8): 765-768
DOI: 10.1055/s-1992-26222
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of Poly(methylphenyl)acetonitriles by the Aryne Reaction

John H. Waggenspack* , Long Tran, Stephen Taylor, Lee K. Yeung, Matt Morgan, A. Rakeeb Deshmukh, Subhash P. Khanapure, Edward R. Biehl
  • *Chemistry Department, Southern Methodist University, Dallas, Texas 75275, USA
Further Information

Publication History

Publication Date:
17 September 2002 (online)

 PDF Download  Permissions and Reprints All articles of this category
Preview

Several 2-(arylmethyl) derivatives of 3,6-dimethyl- and 3,4,5,6-tetramethylbenzonitriles have been prepared in good yields most likely by a tandem addition-rearrangement reaction of the appropriate bromoarene and arylacetonitrile under aryne-forming conditions. Additionally, several 2-aryl-2-(1,4-dimethyl-2-naphthyl)acetonitriles were obtained by the usual aryne mechanism from the reaction of 2-bromo-1,4-dimethylnaphthalene and arylacetonitriles with lithium tetramethylpiperidide.