M. Bell, R. Oesterlin, K. O. Geolotte
Oct 1, 1977
Citations
0
Influential Citations
7
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The cyclopenta[c]pyrrole-4-carbonitrile (3) is transformed by hyrlroxylamine in hot alcohol to 4,5,6,6a-tetrahydro-l-imino-3,5,5,6a-tetramethyl-4-cyclopenta[c]pyrrole methyl ketone oxime (5) in contrast to the cyclopentapyrrole 10 which afforded 1,2-diacetyl-3,3,5,5-tetramethyl-cyclopentene dioxime (11). The cyclopenta[c]pyrrole-4-carboxamide 1 (R = C6H5) yielded the isomeric 2a,3,4,4a,5,6,6a,6b-octahydro-2a,4,4,6a-tetramethyl-5-(phenylimino)pentaleno[1,6-bc]-pyrrol-2-(1H)one (12) in hot dilute hydrochloric acid or hot 99% phosphoric acid. The amide 1 (R = C6H5) was transformed in the solid state by oxygen over a period of several months to a mixture of the isomeric anils, 13 and 14 of 1,7-diacetyl-7-hydroxy-4,6,6-trimethyl-2-azabicyclo-[2.2.l.]heptan-3-one(16).