4.8 Article

Palladium(II)-catalyzed annulation of alkynes with ortho-ester-containing phenylboronic acids

Journal

ORGANIC LETTERS
Volume 9, Issue 21, Pages 4227-4230

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol701776m

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Palladium(II) catalyzes annulation of internal alkynes with methyl 2-boronobenzoate and (2-boronophenyl)acetate to provide 2,3-disubstituted indenones and 3,4-disubstituted 2-naphthols, respectively. The annulation reaction would proceed through transmetalation of Pd(II) with the boron reagents and insertion of the alkynes, followed by unprecedented 1,2-addition of the generated alkenyipalladium(II) species to the intramolecular ester group.

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