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Issue 45, 2020
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BF3-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: an assembly of isobenzofurans

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Abstract

An efficient and BF3·Et2O-catalyzed chemoselective synthesis of diversified 1,3-diarylisobenzofuran in a high yield has been described. The reaction proceeds through sequential hydroarylation–cyclization between 2-formylarylketones and electron-rich arenes/heteroarenes. Advantageous features of the developed methodology include operational simplicity, a broad substrate scope, and applicability towards gram scale synthesis. The utility of isobenzofuran derivatives as the diene was extended to the synthesis of [4+2] cyclo-adducts with DMAD and the synthesis of 1,2-dicarbonylarenes in good yields.

Graphical abstract: BF3-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: an assembly of isobenzofurans

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Article information


Submitted
16 Apr 2020
Accepted
23 Apr 2020
First published
24 Apr 2020

Chem. Commun., 2020,56, 6122-6125
Article type
Communication

BF3-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: an assembly of isobenzofurans

P. K. Mishra, A. Kumar and A. K. Verma, Chem. Commun., 2020, 56, 6122
DOI: 10.1039/D0CC02760J

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