CC BY-NC-ND 4.0 · SynOpen 2022; 06(03): 158-163
DOI: 10.1055/a-1843-6641
paper

The Synthesis of 5-Hydroxybenzofurans via Tandem In Situ Oxidative Coupling and Cyclization

Zhongren Lin
a   Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactors, East China University of Science & Technology, Shanghai 200237, P. R. of China
,
Lingfeng Tong
a   Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactors, East China University of Science & Technology, Shanghai 200237, P. R. of China
,
Hong Qiu
a   Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactors, East China University of Science & Technology, Shanghai 200237, P. R. of China
,
Zheyao Li
a   Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactors, East China University of Science & Technology, Shanghai 200237, P. R. of China
,
Lunhua Shen
c   Mianyang Vendinor Pharmaceutical Co., Ltd, Mianyang 621010, P. R. of China
,
Niangen Chen
b   School of Pharmacy, Hainan Medical University, Haikou 571199, P. R. of China
,
Xinhong Yu
a   Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactors, East China University of Science & Technology, Shanghai 200237, P. R. of China
› Institutsangaben

We gratefully acknowledge financial support from the National Natural Science Foundation of China (20972051 and 21476078, X.-H.Y.) and the Science and Technology Commission of Shanghai Municipality (No. 12431900902, X.-H. Y.).


Abstract

A series of 5-hydroxybenzofurans have been prepared by PIDA-mediated oxidation and coupling cyclization of β-dicarbonyl compounds and hydroquinones. The reaction functionalizes C(sp2)–H of hydroquinones directly with yields of target molecules up to 96%.

Supporting Information



Publikationsverlauf

Eingereicht: 28. Februar 2022

Angenommen nach Revision: 27. April 2022

Accepted Manuscript online:
04. Mai 2022

Artikel online veröffentlicht:
19. Juli 2022

© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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