4.6 Review

New strategies for the synthesis of 1-and 2-azetines and their applications as value-added building blocks

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 46, Pages 9052-9068

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01812h

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Funding

  1. Alfred P. Sloan Foundation
  2. David and Lucile Packard Foundation
  3. Camille and Henry Dreyfus Foundation
  4. National Science Foundation [CHE-1654223]
  5. NIH [R01-GM141340]

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This review provides a comprehensive overview of the synthesis and applications of azetines, with a focus on the development of synthetic methods since 2018 and the reactivity and applications of azetines as starting materials or intermediates for accessing other heterocycles and complex products.
Four-membered nitrogen-containing heterocycles are highly desirable functional groups with synthetic and biological applications. Unsaturated four-membered N-heterocycles, 1- and 2-azetines, are historically underexplored, but have recently been gaining interest due to the development of new synthetic methods to access these compounds, and to their potential as reactive intermediates. This review covers both the synthesis and applications of azetines, with a focus on synthetic methods to access azetines developed since 2018, and a comprehensive review of the reactivity and applications of azetines as starting materials or intermediates to access both other heterocycles and complex products.

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