4.4 Article

One-pot access to 2-naphthols and benzofurans via the aerobic Wacker-type oxidation/intramolecular aldol cyclization

Journal

TETRAHEDRON
Volume 69, Issue 5, Pages 1532-1538

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.12.009

Keywords

Aerobic Wacker-type oxidation; 2-Naphthols; Benzofuran; Isovanillin

Funding

  1. National Science Council of the Republic of China [NSC 99-2113-M-037-006-MY3]

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An aerobic Wacker-type oxidation/intramolecular aldol cyclization synthetic route toward two oxygenated 2-naphthols 3 and benzofurans 4 starting with skeleton 2 with good yields is described. The route has been carried by the one-pot transformation of the regioselective PdCl2/CuCl2-mediated Wacker oxidative cyclization of skeleton 2 with molecular oxygen under the alkaline methanolic condition. Skeleton 2 was prepared from skeleton 1 in moderate total yields via the known protocol. (c) 2012 Elsevier Ltd. All rights reserved.

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