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Sep 15, 2020;5 (36): 22914-22925.

Accessing the Ene-Imine Motif in 1-Isoindole, Thienopyrrole, and Thienopyridine Building Blocks.

Brandon C Fillmore, Jayden Price, Ryan Dean, Amy A Brown, Andreas Decken, Sara Eisler
Author Information
  1. Brandon C Fillmore: Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick E3B 5A3, Canada.
  2. Jayden Price: Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick E3B 5A3, Canada.
  3. Ryan Dean: Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick E3B 5A3, Canada.
  4. Amy A Brown: Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick E3B 5A3, Canada.
  5. Andreas Decken: Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick E3B 5A3, Canada.
  6. Sara Eisler: Department of Chemistry, University of New Brunswick, Fredericton, New Brunswick E3B 5A3, Canada.
PMID: 32954140 DOI: 10.1021/acsomega.0c02282

Abstract

A pathway to a range of diverse heterocycles was developed using a nucleophilic cyclization strategy. Lactams and ene-imines are accessed in a few steps from a common precursor, and these moieties are further elaborated to directly provide pyrroles or pyridines with extended conjugation. Reaction conditions are mild, and a broad range of structural types are available within a few steps.

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Journal Article
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