4.7 Article

One-Pot Approach to 2,3-Disubstituted-2,3-dihydro-4-quinolones from 2-Alkynylbenzamides

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 21, 页码 9139-9143

出版社

AMER CHEMICAL SOC
DOI: 10.1021/jo201636a

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资金

  1. JSPS KAKENHI [23590032]
  2. Grants-in-Aid for Scientific Research [22390001, 23590032, 22590010, 23590143] Funding Source: KAKEN

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Concise and efficient syntheses of various trans-2,3-disubstituted-2,3-dihydro-4-quinolones have been achieved via tandem Hofmann-type rearrangement of 2-alkynylbenzamides, nucleophilic addition of alcohols to the isocyanate intermediates, intermolecular [2+2]-cycloaddition with carbon-carbon triple bonds and aldehydes, and intramolecular aminocyclization of nitrogen of carbamates to the alpha,beta-unsaturated ketones.

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