Issue 35, 2013
From the journal:

Organic & Biomolecular Chemistry

Pd-catalyzed reaction of aryl halides and propargyl furylmethyl ethers: a novel pathway to functionalized dihydroisobenzofurans†

Lingzhu Chen,a   Ruwei Shen,a   Luling Wu*a  and  Xian Huang‡ab  

* Corresponding authors

a Department of Chemistry, Zhejiang University, Hangzhou 310028, P. R. China

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China
E-mail: Wululing@zju.edu.cn

Abstract

An interesting sequential reaction involving Sonogashira coupling, propargyl–allenyl isomerization, intramolecular [4 + 2] cycloaddition, and bridged oxa-ring opening has been realized, providing a facile method for the synthesis of functionalized dihydroisobenzofurans from easily accessible starting materials with a decent diastereoselectivity.

Graphical abstract: Pd-catalyzed reaction of aryl halides and propargyl furylmethyl ethers: a novel pathway to functionalized dihydroisobenzofurans

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Article information

DOI
https://doi.org/10.1039/C3OB27503E
Article type
Paper
Submitted
27 Dec 2012
Accepted
12 Jul 2013
First published
16 Jul 2013

Org. Biomol. Chem., 2013,11, 5954-5962

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Pd-catalyzed reaction of aryl halides and propargyl furylmethyl ethers: a novel pathway to functionalized dihydroisobenzofurans

L. Chen, R. Shen, L. Wu and X. Huang, Org. Biomol. Chem., 2013, 11, 5954 DOI: 10.1039/C3OB27503E

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