Synthesis of 3,3-Disubstituted Oxindoles by Palladium-Catalyzed Tandem Reaction of 2-(Alkynyl)aryl Isocyanates with Benzylic Alcohols

Toyoshima, Takeharu; Mikano, Yusuke; Miura, Tomoya; Murakami, Masahiro

doi:10.1021/ol101892b.s001

ol101892b_si_001.pdf (4.31 MB)

Synthesis of 3,3-Disubstituted Oxindoles by Palladium-Catalyzed Tandem Reaction of 2-(Alkynyl)aryl Isocyanates with Benzylic Alcohols

journal contribution

posted on 2010-10-15, 00:00 authored by Takeharu Toyoshima, Yusuke Mikano, Tomoya Miura, Masahiro Murakami

A palladium complex sequentially promoted two mechanistically distinct reactions, the first, cyclization of 2-(alkynyl)aryl isocyanates with benzylic alcohols, and the second, [1,3] rearrangement of a benzyl group from oxygen to carbon, furnishing 3,3-disubstituted oxindoles in one pot.