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An intramolecular 2+3 cycloaddition route to fused 5-heterosubstituted tetrazoles

Academic Article
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Overview

related to degree

  • Demko, Zachary, Ph.D. in Chemistry, Scripps Research 1997 - 2002

authors

  • Demko, Zachary
  • Sharpless, K. Barry

publication date

  • December 2001

journal

  • Organic Letters  Journal

abstract

  • [reaction: see text] Fused 5-heterotetrazole ring systems are synthesized in high yield via intramolecular [2 + 3] cycloadditions of organic azides and heteroatom-substituted nitriles. Cyanates, thiocyanates, and cyanamides are all competent dipolarophiles for this reaction. A variety of scaffolds are tolerated when the new enclosed ring is five- or six-membered.

subject areas

  • Cyanamide
  • Cyanates
  • Cyclization
  • Molecular Structure
  • Tetrazoles
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol010220x

PubMed ID

  • 11735592
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Additional Document Info

start page

  • 4091

end page

  • 4094

volume

  • 3

issue

  • 25

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