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The synthesis and chemistry of azolenines.1 : Part 122. Isolation of intermediate 2-hydroxy-3,4-dihydro-2H-pyrroles in the paal-knorr 1H-pyrrole synthesis.3

โœ Scribed by Pak-Kan Chiu; Michael P. Sammes

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
462 KB
Volume
44
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

Treatment of 1,4-diketones with liquid ammonia gives high yields of isolable 2-hydroxy-3,4-dihydro-ZH-pyrrole intermediates. These intermediates, which do not appear to have been observed previously in the ?aal-norr s have been fully characterized by i-r. r and Hand nthesis with anaaonia, C n.m.r. spectroscopy; in most case8 they decompose quantitatively into IS-pyrroles on standing. The intermediate from hexane-2,4-dione may also be prepared using conoentrated aqueous ammonia.

During an 'H NMR) containing the hydroxypyrroline (2) (8011, together with diketone (2) and the ll-pyrrole (2.

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