Download PDF
Synthesis 1996; 1996(5): 589-590
DOI: 10.1055/s-1996-4265
short 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.

An Improved Procedure for the Preparation of Aryl- and Hetarylacetylenes

A. G. Mal’kina1 , L. Brandsma2 , S. F. Vasilevsky3 , B. A. Trofimov1
  • 1Institute of Organic Chemistry of the Russian Academy of Sciences, Favorsky Street 1, 664033 Irkutsk, Russia
  • 2Department of Preparative Organic Chemistry, Debye Institute, Utrecht University, Padualaan 8, 3584 CH Utrecht, The Netherlands
  • 3Institute of Chemical Kinetics and Combustion, Russian Academy of Sciences, 630090 Novosibirsk, Russia
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

A number of relatively volatile acetylenes RC≡CH (R = aryl or hetaryl) have been prepared with high yields by heating a mixture of the corresponding alcohols RC≡CC(CH3)2OH and paraffin oil with small amounts of powdered potassium hydroxide in vacuum. The alcohols were obtained by Pd/Cu-catalyzed cross coupling of aryl or hetaryl halides RX (X = Br, in one case I) with the commercially available HC≡CC(CH3)2OH.

hetarylacetylenes - acetylenic alcohols - retro-Favorsky reaction - KOH-catalyzed elimination of acetone - synthesis of 2-iodo-1-methylpyrrole