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Issue 2, 1987
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Novel synthesis of 3H-pyrroles, and novel intermediates in the Paal–Knorr 1H-pyrrole synthesis: 2-hydroxy-3,4-dihydro-2H-pyrroles from 1,4-diketones and liquid ammonia

Abstract

Reaction of 2,2-dimethyl-1,4-diketones with liquid ammonia gives high yields of isolable 2-hydroxy-3,4-dihydro-2H-pyrroles (3) and (5) which are readily dehydrated to give separable mixtures of 3H-pyrroles and methylenedihydropyrroles, while less-substituted 1,4-diketones give analogous hydroxy-compounds (4) and (6) which are hitherto-unsuspected intermediates in the Paal–Knorr 1H-pyrrole synthesis.

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Article type: Paper
DOI: 10.1039/C39870000109
J. Chem. Soc., Chem. Commun., 1987, 109-110

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    Novel synthesis of 3H-pyrroles, and novel intermediates in the Paal–Knorr 1H-pyrrole synthesis: 2-hydroxy-3,4-dihydro-2H-pyrroles from 1,4-diketones and liquid ammonia

    P. Chiu, K. Lui, P. N. Maini and M. P. Sammes, J. Chem. Soc., Chem. Commun., 1987, 109
    DOI: 10.1039/C39870000109

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