Issue 53, 2015
From the journal:

RSC Advances

Direct use of allylic alcohols for palladium-catalyzed synthesis of 3-allylbenzo[b]thiophenes, benzofurans and indoles in aqueous media†

Yogesh Daulat Dhage,a   Tsukasa Shirai,a   Miho Arima,a   Arisa Nakazima,a   Hidemasa Hikawa,a   Isao Azumaya Taichi Kusakabe,a   Keisuke Takahashia  and  Keisuke Kato*a  

* Corresponding authors

a Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan
E-mail: kkk@phar.toho-u.ac.jp
Fax: +81 474 721 805
Tel: +81 474 721 805

Abstract

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.

Graphical abstract: Direct use of allylic alcohols for palladium-catalyzed synthesis of 3-allylbenzo[b]thiophenes, benzofurans and indoles in aqueous media

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Article information

DOI
https://doi.org/10.1039/C5RA05263G
Article type
Communication
Submitted
25 Mar 2015
Accepted
06 May 2015
First published
07 May 2015

RSC Adv., 2015,5, 42623-42627

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Direct use of allylic alcohols for palladium-catalyzed synthesis of 3-allylbenzo[b]thiophenes, benzofurans and indoles in aqueous media

Y. D. Dhage, T. Shirai, M. Arima, A. Nakazima, H. Hikawa, I. A. Taichi Kusakabe, K. Takahashi and K. Kato, RSC Adv., 2015, 5, 42623 DOI: 10.1039/C5RA05263G

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