Copper(II) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp3)–O bond for the synthesis of furo[3,2-c]coumarins

W. L. Zhang; S. N. Yue; Y. M. Shen; H. Y. Hu; Q.-H. Meng; H. Wu; Y. Liu

doi:10.1039/C4OB02490G

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Copper(ii) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp³)–O bond for the synthesis of furo[3,2-c]coumarins†

W. L. Zhang,‡^a S. N. Yue,‡^a Y. M. Shen,^b H. Y. Hu,^c Q.-H. Meng,^a H. Wu*^a and Y. Liu*^a

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* Corresponding authors

^a Jiangsu Key Laboratory of Green Synthesis for Functional Materials and School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. China
E-mail: wuhui72@126.com, liu_yun3@sina.com

^b School of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang, P. R. China

^c Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huaian 223300, Jiangsu, P. R. China

Abstract

An efficient and eco-friendly copper(II) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp³)–O bond for the synthesis of furo[3,2-c]coumarins has been developed. In this reaction, a copper(II) bromide-catalyzed intramolecular decarboxylative functionalization of α-carbonyl is successfully realized to generate an α-bromo carbonyl compound as a key intermediate.

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Article information

DOI: https://doi.org/10.1039/C4OB02490G
Article type: Paper
Submitted: 27 Nov 2014
Accepted: 20 Jan 2015
First published: 20 Jan 2015

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Org. Biomol. Chem., 2015,13, 3602-3609

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Copper(II) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp³)–O bond for the synthesis of furo[3,2-c]coumarins

W. L. Zhang, S. N. Yue, Y. M. Shen, H. Y. Hu, Q.-H. Meng, H. Wu and Y. Liu, Org. Biomol. Chem., 2015, 13, 3602 DOI: 10.1039/C4OB02490G

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Organic & Biomolecular Chemistry