An improved procedure for the preparation of aryl- and hetarylacetylenes

A. G. Mal'Kina, L. Brandsma, S. F. Vasilevsky, B. A. Trofimov

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)589-590
Number of pages2
JournalSynthesis
Issue number5
Publication statusPublished - 1 Jan 1996
Externally publishedYes

Fingerprint

Alcohols
Paraffin oils
Potassium hydroxide
Alkynes
Acetylene
Vacuum
Heating
paraffin oils
potassium hydroxide

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Mal'Kina, A. G., Brandsma, L., Vasilevsky, S. F., & Trofimov, B. A. (1996). An improved procedure for the preparation of aryl- and hetarylacetylenes. Synthesis, (5), 589-590.

An improved procedure for the preparation of aryl- and hetarylacetylenes. / Mal'Kina, A. G.; Brandsma, L.; Vasilevsky, S. F.; Trofimov, B. A.

In: Synthesis, No. 5, 01.01.1996, p. 589-590.

Research output: Contribution to journalArticle

Mal'Kina, AG, Brandsma, L, Vasilevsky, SF & Trofimov, BA 1996, 'An improved procedure for the preparation of aryl- and hetarylacetylenes', Synthesis, no. 5, pp. 589-590.
Mal'Kina AG, Brandsma L, Vasilevsky SF, Trofimov BA. An improved procedure for the preparation of aryl- and hetarylacetylenes. Synthesis. 1996 Jan 1;(5):589-590.
Mal'Kina, A. G. ; Brandsma, L. ; Vasilevsky, S. F. ; Trofimov, B. A. / An improved procedure for the preparation of aryl- and hetarylacetylenes. In: Synthesis. 1996 ; No. 5. pp. 589-590.
@article{2f82e353487d4803b6bf9677b0e6a8af,
title = "An improved procedure for the preparation of aryl- and hetarylacetylenes",
abstract = "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.",
keywords = "acetylenic alcohols, hetarylacetylenes, KOH-catalyzed elimination of acetone, retro-Favorsky reaction, synthesis of 2-iodo-1-methylpyrrole",
author = "Mal'Kina, {A. G.} and L. Brandsma and Vasilevsky, {S. F.} and Trofimov, {B. A.}",
year = "1996",
month = "1",
day = "1",
language = "English",
pages = "589--590",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",
number = "5",

}

TY - JOUR

T1 - An improved procedure for the preparation of aryl- and hetarylacetylenes

AU - Mal'Kina, A. G.

AU - Brandsma, L.

AU - Vasilevsky, S. F.

AU - Trofimov, B. A.

PY - 1996/1/1

Y1 - 1996/1/1

N2 - 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.

AB - 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.

KW - acetylenic alcohols

KW - hetarylacetylenes

KW - KOH-catalyzed elimination of acetone

KW - retro-Favorsky reaction

KW - synthesis of 2-iodo-1-methylpyrrole

UR - http://www.scopus.com/inward/record.url?scp=0029955629&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0029955629&partnerID=8YFLogxK

M3 - Article

SP - 589

EP - 590

JO - Synthesis

JF - Synthesis

SN - 0039-7881

IS - 5

ER -