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The reduction of l‐methyl‐3‐methoxy‐5‐arylpyrrole‐2‐ and ‐4‐carboxylic esters with selected reducing agents
Author(s) -
Campaigne E.,
Shutske G. M.
Publication year - 1975
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570120221
Subject(s) - chemistry , diborane , aluminum hydride , tetrahydrofuran , lithium (medication) , hydride , hydroxymethyl , medicinal chemistry , organic chemistry , methanol , hydrogen , boron , medicine , endocrinology , solvent , methoxide
Abstract Three new rnethoxypyrrole esters, ethyl 1‐methyl‐3‐methoxy‐5‐phenylpyrrole‐2‐earboxylate, diethyl l‐methyl‐3‐methoxy‐5‐phenylpyrrole‐2,4‐diearboxylate, and ethyl l‐methyl‐2‐phenyl‐4‐methoxypyrrole‐3‐carboxylate were reduced with diborane/tetrahydrofuran, lithium aluminum hydride, and some related reducing agents. In each case diborane reduced the ethoxycarbonyl group to a methyl group and lithium aluminum hydride reduced it to a hydroxymethyl group.