Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1 H-Pyrroles

An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural pro...

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Published inOrganic letters Vol. 20; no. 22; pp. 7182 - 7185
Main Authors Mishra, Pawan K, Verma, Shalini, Kumar, Manoj, Verma, Akhilesh K
Format Journal Article
LanguageEnglish
Published United States 16.11.2018
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Summary:An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural product discoipyrrole C as well as HMG-CoA-reductase inhibitor have been successfully synthesized using developed chemistry. The proposed mechanism was supported by control experiments.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03112