Issue 87, 2016
From the journal:

Chemical Communications

Condensation of anthranilic acids with pyridines to furnish pyridoquinazolones via pyridine dearomatization†

Yajun Yang,‡a   Cuiju Zhu,‡b   Min Zhang,b   Shijun Huang,b   Jingjing Lin,a   Xiandao Pan*a  and  Weiping Su*b  

* Corresponding authors

a State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, and Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China
E-mail: xdp@imm.ac.cn

b State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Yangqiao West Road 155, Fuzhou, Fujian 350002, China
E-mail: wpsu@fjirsm.ac.cn

Abstract

The unprecedented carbodiimide-mediated condensation between pyridines and anthranilic acids via pyridine dearomatization at room temperature has been developed to provide a straightforward approach to pyridoquinazolones. The value of this approach has further been demonstrated by its application to one-step, gram-scale syntheses of a series of pyridoquinazolone-based natural products and their analogues from readily available starting materials.

Graphical abstract: Condensation of anthranilic acids with pyridines to furnish pyridoquinazolones via pyridine dearomatization

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Article information

DOI
https://doi.org/10.1039/C6CC07365D
Article type
Communication
Submitted
09 Sep 2016
Accepted
04 Oct 2016
First published
05 Oct 2016

Chem. Commun., 2016,52, 12869-12872

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Condensation of anthranilic acids with pyridines to furnish pyridoquinazolones via pyridine dearomatization

Y. Yang, C. Zhu, M. Zhang, S. Huang, J. Lin, X. Pan and W. Su, Chem. Commun., 2016, 52, 12869 DOI: 10.1039/C6CC07365D

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