4.5 Article

Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 14, Issue -, Pages 2572-2579

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.234

Keywords

gold catalysis; hydroarylation; 2-quinolones; Ugi reaction

Funding

  1. Soochow University [Q410900714]
  2. National Natural Science Foundation of China [21650110445]
  3. Natural Science Foundation of Jiangsu Province of China [BK20160310, BK20150317]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
  5. project of scientific and technologic infrastructure of Suzhou [SZS201708]
  6. European Community
  7. RUDN University Program 5-100

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A series of propargylamides containing an electron-rich benzene ring was prepared through the Ugi reaction of 3,5-dimethoxy-aniline with various propiolic acids, aldehydes and isocyanides. Subjecting these adducts to a gold-catalyzed intramolecular alkyne hydroarylation process allowed to efficiently construct the 2-quinolone core bearing a branched substituent on the nitrogen atom.

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