4.5 Article

Efficient Approaches for the Synthesis of Diverse α-Diazo Amides

Journal

SYNTHESIS-STUTTGART
Volume 52, Issue 11, Pages 1695-1706

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0039-1690905

Keywords

diazo compounds; molecular diversity; carbenoid chemistry

Funding

  1. Engineering and Physical Sciences Research Council (EPSRC) [EP/N025652/1]
  2. Biotechnology and Biological Sciences Research Council (BBSRC)
  3. GlaxoSmithKline (GSK)
  4. LifeArc
  5. BBSRC [1944190, 1939281] Funding Source: UKRI
  6. EPSRC [EP/N025652/1] Funding Source: UKRI

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Abstract Metal-catalysed carbenoid chemistry can be exploited for the synthesis of diverse ranges of small molecules from alpha -diazo carbonyl compounds. In this paper, three synthetic approaches to alpha -diazo amides are described, and their scope and limitations are determined. On the basis of these synthetic studies, recommendations are provided to assist the selection of the most appropriate approach for specific classes of product. The availability of practical and efficient syntheses of diverse alpha -diazo acetamides is expected to facilitate the discovery of many different classes of bioactive small molecules.

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