Rhodium-catalyzed formal [2 + 2 + 1] annulation of arylboronic acids with alkynes

Chenhong Wang; Changhui Wu; Yiming Yang; Junhao Xing; Xiaowei Dou

doi:10.1039/D2QO01464E

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Rhodium-catalyzed formal [2 + 2 + 1] annulation of arylboronic acids with alkynes†

Chenhong Wang,^a Changhui Wu,^a Yiming Yang,^a Junhao Xing*^a and Xiaowei Dou

*^a

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* Corresponding authors

^a Department of Chemistry, School of Science, China Pharmaceutical University, Nanjing, Jiangsu 211198, China
E-mail: xjh2017@cpu.edu.cn, dxw@cpu.edu.cn

Abstract

A Rh(I)-catalyzed formal [2 + 2 + 1] annulation between arylboronic acids and alkynes for the expedient synthesis of indenes is described. A reaction process involving intermolecular carborhodation, 1,4-Rh migration, and intramolecular carborhodation, which forges three C–C bonds of the indene core, is proposed for the reaction outcome.

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DOI: https://doi.org/10.1039/D2QO01464E
Article type: Research Article
Submitted: 14 Sep 2022
Accepted: 05 Nov 2022
First published: 07 Nov 2022

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Org. Chem. Front., 2022,9, 6915-6919

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Rhodium-catalyzed formal [2 + 2 + 1] annulation of arylboronic acids with alkynes

C. Wang, C. Wu, Y. Yang, J. Xing and X. Dou, Org. Chem. Front., 2022, 9, 6915 DOI: 10.1039/D2QO01464E

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Organic Chemistry Frontiers

Rhodium-catalyzed formal [2 + 2 + 1] annulation of arylboronic acids with alkynes†

Abstract

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Rhodium-catalyzed formal [2 + 2 + 1] annulation of arylboronic acids with alkynes

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