Issue 22, 2021
From the journal:

Organic Chemistry Frontiers

Silver(i)-catalyzed novel ipso-cycloaddition and retro-Friedel–Crafts reaction of ortho-hydroxyphenyl-substituted para-quinone methides†

Caiqi Zhuo,‡a   Ran Song,‡a   Zhanxu Liu,a   Qirui Xiang,a   Daoshan Yang, ORCID logo a   Wen Si*a  and  Jian Lv ORCID logo *a  

* Corresponding authors

a Key Laboratory of Optic-electric Sensing and Analytic Chemistry for Life Science, MOE, College of Chemistry and Molecular Engineering, Qingdao University of Science & Technology, Qingdao 266042, China
E-mail: lvjian@iccas.ac.cn, siwen@qust.edu.cn

Abstract

The Lewis acid AgPF6 was found to catalyze novel [2 + 2] ipso-cycloaddition and retro-Friedel–Crafts reaction of ortho-hydroxyphenyl-substituted para-quinone methides in the presence of H2O (1 equiv.) effectively, affording the polysubstituted triarylmethanes in up to 97% yields.

Graphical abstract: Silver(i)-catalyzed novel ipso-cycloaddition and retro-Friedel–Crafts reaction of ortho-hydroxyphenyl-substituted para-quinone methides

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Article information

DOI
https://doi.org/10.1039/D1QO01056E
Article type
Research Article
Submitted
17 Jul 2021
Accepted
21 Sep 2021
First published
22 Sep 2021

Org. Chem. Front., 2021,8, 6400-6404

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Silver(I)-catalyzed novel ipso-cycloaddition and retro-Friedel–Crafts reaction of ortho-hydroxyphenyl-substituted para-quinone methides

C. Zhuo, R. Song, Z. Liu, Q. Xiang, D. Yang, W. Si and J. Lv, Org. Chem. Front., 2021, 8, 6400 DOI: 10.1039/D1QO01056E

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