Issue 46, 2023
From the journal:

Organic & Biomolecular Chemistry

One-pot cascade synthesis of dibenzothiophene-based heterobiaryls from dibenzothiophene-5-oxide

Xiaofang Hu,†ab   Zeen Qiao,†ac   Li Zhang,ac   Jinzhong Zhao, ORCID logo b   Ya-Zhou Liu,a   Jiangang Zhang*b  and  Xiaofeng Ma ORCID logo *a  

* Corresponding authors

a Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, People's Republic of China
E-mail: maxf@cib.ac.cn

b College of Foundation, Shanxi Agricultural University, 030800 Taigu, Shanxi, People's Republic of China
E-mail: zjg487992@163.com

c University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China

Abstract

A sulfoxide directed C–H metalation/boration/B2Pin2 mediated reduction/Suzuki coupling process to synthesize 4-substituted dibenzothiophene (DBT) in one-pot from dibenzothiophene-5-oxide (DBTO) was developed. A variety of DBT-based heterobiaryls were prepared in satisfactory to good yields. A mechanism was proposed. The application of this methodology was demonstrated by synthesizing a luminescent material.

Graphical abstract: One-pot cascade synthesis of dibenzothiophene-based heterobiaryls from dibenzothiophene-5-oxide

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Article information

DOI
https://doi.org/10.1039/D3OB01468A
Article type
Communication
Submitted
13 Sep 2023
Accepted
29 Oct 2023
First published
31 Oct 2023
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2023,21, 9123-9127

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One-pot cascade synthesis of dibenzothiophene-based heterobiaryls from dibenzothiophene-5-oxide

X. Hu, Z. Qiao, L. Zhang, J. Zhao, Y. Liu, J. Zhang and X. Ma, Org. Biomol. Chem., 2023, 21, 9123 DOI: 10.1039/D3OB01468A

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