5-Arylpyrrolidine-2-carboxylic Acid Derivatives as Precursors in the Synthesis of Sulphonyl-substituted Pyrroles

S. G. Kostryukov, V. A. Kalyazin, P. S. Petrov, E. V. Bezrukova, N. V. Somov

Russian Journal of Organic Chemistry(2024)

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Abstract
cis-5-Arylpyrrolidine-2-carboxylates, obtained by 1,3-dipolar cycloaddition reactions from glycine aryl aldimines and vinyl sulfones, undergo oxidative aromatization under the action of Mn(IV) oxide to form the corresponding 5-arylpyrrole-2-carboxylates in high yields. Factors responsible for the retention of the sulfonyl substituent in the pyrrole backbone were determined.
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Key words
1,3-dipolar cycloaddition,aromatization,Mn(IV) oxide,desulfonation,5-arylproline,5-aryl-1H-pyrrole-2-carboxylate
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