Issue 12, 2012
From the journal:

RSC Advances

Brønsted acid-promoted dimerization of o-alkynylbenzaldehydes: a one-step synthesis of functionalized Kagan's ether analogues†‡

Hao Zhang,a   Wei-Chen Cui,a   Zhi-Long Hu,a   Shu-Yan Yu,a   Shaozhong Wang*a  and  Zhu-Jun Yao*a  

* Corresponding authors

a State Key Laboratory of Coordination Chemistry and Nanjing National Laboratory of Microstructures, Institute of Chemical Biology and Drug Innovation, School of Chemistry and Chemical Engineering, Nanjing University, 22 Hankou Road, Nanjing, Jiangsu 210093, China
E-mail: wangsz@nju.edu.cn., yaoz@nju.edu.cn

Abstract

The Brønsted acid-promoted dimerization of o-alkynylbenzaldehydes has been discovered and studied in the presence of 45% aq. HBF4 in acetic acid. The developed cascade methodology provides a convenient one-step synthesis of symmetrical 2,3,6,7-dibenzo-9-oxabicyclo[3.3.1]nona-2,6-diene (Kagan's ether) analogues bearing various functionalities.

Graphical abstract: Brønsted acid-promoted dimerization of o-alkynylbenzaldehydes: a one-step synthesis of functionalized Kagan's ether analogues

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Article information

DOI
https://doi.org/10.1039/C2RA20095C
Article type
Communication
Submitted
17 Jan 2012
Accepted
09 Apr 2012
First published
13 Apr 2012

RSC Adv., 2012,2, 5101-5104

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Brønsted acid-promoted dimerization of o-alkynylbenzaldehydes: a one-step synthesis of functionalized Kagan's ether analogues

H. Zhang, W. Cui, Z. Hu, S. Yu, S. Wang and Z. Yao, RSC Adv., 2012, 2, 5101 DOI: 10.1039/C2RA20095C

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