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

Mishra, Pawan K., Kumar, Ankit and Verma, Akhilesh 2020. BF3-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: an assembly of isobenzofurans. Chemical Communications 56 (45) , pp. 6122-6125. 10.1039/D0CC02760J

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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.

Item Type: Article
Date Type: Published Online
Status: Published
Schools: Chemistry
Publisher: Royal Society of Chemistry
ISSN: 1359-7345
Date of Acceptance: 23 April 2020
Last Modified: 25 May 2021 11:28
URI: http://orca.cardiff.ac.uk/id/eprint/141406

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