Journal of the Chemical Society. Chemical communications p. 109 - 110 (1987)
Update date:2022-07-29
Topics: Synthesis Intermediates Paal-Knorr Synthesis 1,4-diketones
Chiu, Pak-Kan
Lui, Kon-Hung
Maini, Prem Nath
Sammes, Michael P.
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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Doi:10.1055/s-1986-31830
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(2007)Doi:10.1016/S0040-4039(00)85252-1
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(2009)Doi:10.1021/ja00259a024
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