Issue 17, 2018

Convergent syntheses of 2,3-dihydrobenzofurans via a Catellani strategy

Abstract

A cooperative catalytic system comprising a Pd/XPhos complex and a potassium salt of 5-norbornene-2-carboxylic acid to promote the annulation between aryl iodides and epoxides was developed, thereby providing highly convergent access to valuable 2,3-dihydrobenzofuran (DHBF) scaffolds. The unique potassium salt of the inexpensive 5-norbornene-2-carboxylic acid serves as a highly efficient catalytic mediator (10 mol%), which leads to fewer side reactions. The salient features of the reaction include its broad substrate scope (with respect to both aryl iodides and epoxides), its high atom economy and good chemo-selectivity. Furthermore, no extra base is needed for the process.

Graphical abstract: Convergent syntheses of 2,3-dihydrobenzofurans via a Catellani strategy

Supplementary files

Article information

Article type
Research Article
Submitted
05 abr 2018
Accepted
12 mai 2018
First published
14 mai 2018

Org. Chem. Front., 2018,5, 2533-2536

Convergent syntheses of 2,3-dihydrobenzofurans via a Catellani strategy

C. Wu, H. Cheng, R. Chen, H. Chen, Z. Liu, J. Zhang, Y. Zhang, Y. Zhu, Z. Geng and Q. Zhou, Org. Chem. Front., 2018, 5, 2533 DOI: 10.1039/C8QO00348C

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