DEVELOPMENT OF A NOVEL APPROACH TO FORMATION OF A PYRROLE RING: SYNTHESIS OF 2,3,5-SUBSTITUTED 1-[2-(VINYLOXY)ETHYL]PYRROLES

Authors

  • Л. Брандсма Utrecht University, Utrecht 3584 CH
  • Н. А. Недоля Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • С. В. Толмачев Irkutsk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033

Keywords:

2-alkynes, 2,3-butadiene imidothioates, 2-(vinyloxy)ethylisothiocyanate, 1-[2-(vinyloxy)ethyl]pyrroles, superbases, deprotonation, catalysis, cyclization

Abstract

Reaction of 2-(vinyloxy)ethylisothiocyanate with unsaturated carbanions generated in situ from propargyl ethers and amines when treated with superbases, after S-alkylation and cyclization of the adducts in the presence of CuBr, leads to the previously unknown 2,3,5-substituted 1-[2-(vinyloxy)ethyl]pyrroles.

How to Cite
Brandsma, L.; Nedolya, N. A.; Tolmachev, S. V. Chem. Heterocycl. Compd. 2002, 38, 54. [Khim. Geterotsikl. Soedin. 2002, 60.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1014851208862

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Published

2002-01-25

Issue

No. 1 (2002)

Section

Original Papers