FIRST EXAMPLE OF CONSTRUCTION OF A PYRROLE RING BONDED TO A STEROID SYSTEM BY THE TROFIMOV REACTION

Authors

  • А. M. Васильцов Irkutstk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • E. Ю. Шмидт Irkutstk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • А. И. Михaлева Irkutstk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • А. B. Афонин Irkutstk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • А. Б. Зайцев Irkutstk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033

Keywords:

acetylene, pregnenolone oxime, pyrroles, steroids

Abstract

The oxime of 5-pregnen-3ß-ol-20-one reacts with acetylene in the KOH–DMSO system to form a mixture of products containing 3ß-vinyloxy-17ß-(1-vinyl-2-pyrrolyl)-5-androstene as the major product (63% yield) and also the O-vinyloxime of 3ß-vinyloxy-5-pregnen-20-one (10%), 3ß-vinyloxy-17- and 3ß-vinyloxy-17ß-5-pregnen-20-one (25%, 1:4 ratio).

How to Cite
Vasil'tsov, A. M.; Shmidt, E. Yu.; Mikhaleva, A. I.; Afonin,A. V.; Zaitsev, A. B. Chem. Heterocycl. Compd. 2001, 37, 1488. [Khim. Geterotsikl. Soedin. 2001, 1641.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1014501108513

Downloads

Published

2001-12-25

Issue

No. 12 (2001)

Section

Original Papers