Hydrazone–Palladium-Catalyzed Allylic Arylation of Cinnamyloxyphenylboronic Acid Pinacol Esters

Hydrazone–Palladium-Catalyzed Allylic Arylation of Cinnamyloxyphenylboronic Acid Pinacol Esters

Allylic arylation of cinnamyloxyphenylboronic acid pinacol esters 3, which have arylboronic acid moiety and allylic ether moiety, using a hydrazone 1d–Pd(OAc)2 system proceeded and gave the corresponding 1,3-diarylpropene derivatives 4 with a phenolic hydroxyl group via a selective coupling reaction...

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Veröffentlicht in:Journal of organic chemistry 2014-07, Vol.79 (14), p.6695-6702
Hauptverfasser: Watanabe, Kohei, Mino, Takashi, Abe, Taichi, Kogure, Taketo, Sakamoto, Masami
Format: Artikel
Sprache:eng
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Zusammenfassung:Allylic arylation of cinnamyloxyphenylboronic acid pinacol esters 3, which have arylboronic acid moiety and allylic ether moiety, using a hydrazone 1d–Pd(OAc)2 system proceeded and gave the corresponding 1,3-diarylpropene derivatives 4 with a phenolic hydroxyl group via a selective coupling reaction of the π-allyl intermediate to the boron-substituted position of the leaving group.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo501235w