Direct use of allylic alcohols for palladium-catalyzed synthesis of 3-allylbenzo[b]thiophenes, benzofurans and indoles in aqueous mediaElectronic supplementary information (ESI) available: Experimental procedures and characterization data. See DOI: 10.1039/c5ra05263g

Allylative cyclization of ( o -alkynylphenyl) (methoxymethyl) sulfides, o -alkynylanilines and o -alkynylphenols catalyzed by π-allyl palladium species generated from simple allylic alcohols is described. 3-Allylbenzo[ b ]thiophenes, 3-allylindoles and 3-allylbenzofurans were obtained in good yields...

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Main Authors: Dhage, Yogesh Daulat, Shirai, Tsukasa, Arima, Miho, Nakazima, Arisa, Hikawa, Hidemasa, Taichi Kusakabe, Isao Azumaya, Takahashi, Keisuke, Kato, Keisuke
Format: Article
Language:English
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Summary:Allylative cyclization of ( o -alkynylphenyl) (methoxymethyl) sulfides, o -alkynylanilines and o -alkynylphenols catalyzed by π-allyl palladium species generated from simple allylic alcohols is described. 3-Allylbenzo[ b ]thiophenes, 3-allylindoles and 3-allylbenzofurans were obtained in good yields using aqueous media under neutral conditions. Palladium-catalyzed allylative cyclization of 1 , 2 and 3 using simple allylic alcohols in aqueous media afforded 3-allylbenzo[ b ]thiophenes 4 , 3-allylindoles 5 and 3-allylbenzofurans 6 in good yields.
ISSN:2046-2069
DOI:10.1039/c5ra05263g