4.7 Article

Denitrogenative Transformations of Pyridotriazoles and Related Compounds: Synthesis of N-Containing Heterocyclic Compounds and Beyond

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 17, Pages 11030-11046

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01652

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Funding

  1. National Institute of Health [GM120281]
  2. National Science Foundation [CHE-1955663]
  3. Welch Foundation [AT-0041]

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The high demand for new and efficient routes toward synthesis of nitrogen-containing heterocyclic scaffolds has inspired organic chemists to discover several methodologies over recent years. This Perspective highlights one standout approach, which involves the use of pyridotriazoles and related compounds in denitrogenative transformations. Readily available pyridotriazoles undergo ring-chain isomerization to produce uniquely reactive alpha-diazoimines. Such reactivity, enabled by metal catalysts, additives, or visible-light irradiation, can be applied in transannulation, insertion, cyclopropanation, and many other transformations.

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