First Example of Construction of a Pyrrole Ring Bonded to a Steroid System by the Trofimov Reaction |
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Authors: | A. M. Vasil'tsov E. Yu. Shmidt A. I. Mikhaleva A. V. Afonin A. B. Zaitsev |
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Affiliation: | (1) Irkutstk A. E. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, 664033 |
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Abstract: | The oxime of 5-pregnen-3-ol-20-one reacts with acetylene in the KOH-DMSO system to form a mixture of products containing 3-vinyloxy-17-(1-vinyl-2-pyrrolyl)-5-androstene as the major product (63% yield) and also the O-vinyloxime of 3-vinyloxy-5-pregnen-20-one (10%), 3-vinyloxy-17- and 3-vinyloxy-17-5-pregnen-20-one (25%, 1:4 ratio). |
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Keywords: | acetylene pregnenolone oxime pyrroles steroids |
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