Direct synthesis of: N -aryl/alkyl 3-carbonylpyrroles from the Morita-Baylis-Hillman acetate of 2,2-dimethoxyacetaldehyde and a primary amine
N-Aryl/alkyl 3-carbonylpyrroles are ubiquitous in compounds of biological and material significance, whereas their synthesis traditionally requires a multistep protocol. Herein a kalinite catalyzed direct synthesis of N-substituted 3-carbonylpyrroles from a 2,2-dimethoxyacetaldehyde derived Morita-Baylis-Hillman acetate and a primary amine in ethanol is developed. This reaction is scalable and also applicable to the synthesis of JMH-030, JMC-2004 and other bioactive compounds. This journal is
Gu, Yanlong,Guo, Luxia,Li, Jiaqi,Li, Minghao,Vaccaro, Luigi
supporting information
p. 9465 - 9469
(2021/12/09)
1-Alkyl-3-(l-naphthoyl)pyrroles: A New Class of Cannabinoid
The design and synthesis of a series of 1-alkyl-3-(1-naphthoyl)pyrroles is described. Molecular modeling studies were employed to aid in the design of these compounds. During the course of the synthesis the Friedel-Crafts reactions of N-aryl sulfonyl pyrroles were reinvestigated. The title compounds (4) were subjected to pharmacological evaluation and the data obtained have enabled these pyrroles to be classified as cannabinoids.
Lainton, Julia A. H.,Huffman, John W.,Martin, Billy R.,Compton, David R.
p. 1401 - 1404
(2007/10/02)
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