4.7 Article

Intermolecular Interception of α-Oxo Gold Carbenes of Nitroalkyne Cycloisomerization with 1,2-Benzo[d]isoxazole: Synthesis of Functionalized Quinazoline 1-Oxides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 15, Pages 10874-10882

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01221

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Funding

  1. DST-SERB
  2. DST-INSPIRE

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The known nitrogen-transfer reagent 1,2-benzo[d]isoxazole has been used to trap the postulated α-oxo gold carbene intermediate involved in the [Au]-catalyzed internal redox process of 2-alkynylnitrobenzenes. This process led to the development of a general convergent method for the synthesis of highly functionalized quinazoline 1-oxides.
The known nitrogen-transfer reagent 1,2-benzo[d]isoxazole has been used to trap the postulated a-oxo gold carbene intermediate involved in the [Au]-catalyzed internal redox process of 2-alkynylnitrobenzenes. This process led us to develop a general convergent method for the synthesis of highly functionalized quinazoline 1-oxides.

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