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

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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

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Publication details

The article was received on 05 Apr 2018, accepted on 12 May 2018 and first published on 14 May 2018


Article type: Research Article
DOI: 10.1039/C8QO00348C
Citation: Org. Chem. Front., 2018, Advance Article
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    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, Advance Article , DOI: 10.1039/C8QO00348C

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