Issue 18, 2015
From the journal:

Chemical Communications

Palladium-catalyzed regioselective allylation of five-membered heteroarenes with allyltributylstannane†

Sheng Zhang,a   Xiaoqiang Yu,*a   Xiujuan Feng,a   Yoshinori Yamamotoab  and  Ming Bao*a  

* Corresponding authors

a State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China
E-mail: mingbao@dlut.edu.cn
Fax: +86-0411-84986181
Tel: +86-0411-84986180

b WPI-AIMR (WPI-Advanced Institute for Materials Research), Tohoku University, Sendai 980-8577, Japan

Abstract

Palladium-catalyzed allylation reactions of 2-(chloromethyl)thiophenes, 2-(chloromethyl)furans, and N-protected 2-(chloromethyl)-1H-pyrroles with allyltributylstannane were described in this study. This type of allylation reaction regioselectively occurred on the heteroarene rings to produce allylated dearomatization products or allylated heteroarenes with satisfactory yields.

Graphical abstract: Palladium-catalyzed regioselective allylation of five-membered heteroarenes with allyltributylstannane

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Article information

DOI
https://doi.org/10.1039/C4CC10373D
Article type
Communication
Submitted
28 Dec 2014
Accepted
26 Jan 2015
First published
27 Jan 2015

Chem. Commun., 2015,51, 3842-3845

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Palladium-catalyzed regioselective allylation of five-membered heteroarenes with allyltributylstannane

S. Zhang, X. Yu, X. Feng, Y. Yamamoto and M. Bao, Chem. Commun., 2015, 51, 3842 DOI: 10.1039/C4CC10373D

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