4.8 Article

Ambient Benzotriazole Ring Opening through Intermolecular Radical Addition to Vinyltriazole

Journal

ORGANIC LETTERS
Volume 17, Issue 5, Pages 1208-1211

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00156

Keywords

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Funding

  1. NSF [CHE-1362057, CHE-1228336]
  2. Direct For Mathematical & Physical Scien [1228336, 1362057] Funding Source: National Science Foundation
  3. Direct For Mathematical & Physical Scien
  4. Division Of Chemistry [1336071, 1619590] Funding Source: National Science Foundation
  5. Division Of Chemistry [1362057, 1228336] Funding Source: National Science Foundation

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Radical addition to vinyltriazole was developed as a new approach to achieve 1,2,3-triazole ring opening under mild conditions. Through reagent control, excellent chemoselectivity was achieved, giving either nitrile under basic conditions or quinoxaline under neutral conditions. Reactivities made this method an attractive new reaction mode.

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