Regio-selective synthesis of novel 1-tert-butyl-4-nitro-1H-pyrrole-3-carboxylic acid building block

A convenient, regio-selective synthesis of novel 1-tert-butyl-4-nitro-1H-pyrrole-3-carboxylic acid was developed, utilizing the bulky tert-butyl moiety of 1-tert-butyl-1H-pyrrole to direct selective, un-symmetrical substitutions to the desired 3 and 4 positions. (C) 2009 Elsevier Ltd. All rights res...

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Bibliographic Details
Published inTetrahedron letters Vol. 50; no. 49; pp. 6807 - 6809
Main Authors Nguyen, Duyan V., Schiksnis, Robert A., Michelotti, Enrique L.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 09.12.2009
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
FRIEDEL-CRAFTS ACYLATION
ROUTE
Electrophilic substitution
PYRROLES
1-tert-Butyl-4-nitro-1H-pyrrole-3-carboxylic acid
Regio-selective
NITRATION
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Summary:A convenient, regio-selective synthesis of novel 1-tert-butyl-4-nitro-1H-pyrrole-3-carboxylic acid was developed, utilizing the bulky tert-butyl moiety of 1-tert-butyl-1H-pyrrole to direct selective, un-symmetrical substitutions to the desired 3 and 4 positions. (C) 2009 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2009.09.099