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

Authors
Demko, ZP Sharpless, KB
Citation
Zp. Demko et Kb. Sharpless, An intramolecular [2+3] cycloaddition route to fused 5-heterosubstituted tetrazoles, ORG LETT, 3(25), 2001, pp. 4091-4094
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
25
Year of publication
2001
Pages
4091 - 4094
Database
ISI
SICI code
1523-7060(200112)3:25<4091:AI[CRT>2.0.ZU;2-8
Abstract
[GRAPHICS] Fused 5-heterotetrazole ring systems are synthesized in high yield via intr amolecular [2 + 3] cycloadditions of organic azides and heteroatom-substitu ted nitriles. Cyanates, thiocyanates, and cyanamides are all competent dipo larophiles for this reaction. A variety of scaffolds are tolerated when the new enclosed ring is five- or six-membered.