4.8 Article

Microwave-Assisted Domino and Multicomponent Reactions with Cyclic Acylketenes: Expeditious Syntheses of Oxazinones and Oxazindiones

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ORGANIC LETTERS
卷 11, 期 24, 页码 5706-5709

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AMER CHEMICAL SOC
DOI: 10.1021/ol9024056

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资金

  1. ENS Cachan
  2. French Research Ministry
  3. Universite Paul Cezanne
  4. CNRS [UMR 6263]
  5. Conseil General des Bouches du Rhone

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The microwave-assisted Wolff rearrangement of cyclic 2-diazo-1,3-diketones In the presence of aldehydes and primary amines provides a straightforward access to functionalized bi- and pentacyclic oxazinones following an unprecedented three-component domino reaction. Alternatively, in the presence of acyl azides, an efficient Curtius/Wolff/hetero-Diels-Alder sequence allows the direct synthesis of oxazindiones.

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