Issue 29, 2022
From the journal:

Chemical Communications

Transition-metal-free approaches to 2,3-diarylated indenones from 2-alkynylbenzaldehydes and phenols with tunable selectivity†

Tuanli Yao, ORCID logo *a   Shuaijing Zhao,‡a   Tao Liu,‡a   Yuting Wu,a   Yanhui Ma,a   Tao Li*b  and  Xiangyang Qin*c  

* Corresponding authors

a Key Laboratory of Chemical Additives for China National Light Industry, College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi’an, China
E-mail: yaotuanli@sust.edu.cn

b Shanghai Veterinary Research Institute, Chinese Academy of Agricultural Sciences (CAAS), 518 Ziyue RD, Minhang District, Shanghai, China
E-mail: litao@shvri.ac.cn

c Department of Chemistry, School of Pharmacy, Air Force Medical University, Xi’an, China
E-mail: qinxiangyang@fmmu.edu.cn

Abstract

The first transition-metal-free regioselective synthesis of 2,3-diarylindenones via tandem annulation of 2-alkynylbenzaldehydes with phenols is described. Two different modes of reaction controlled by electronic effects and temperature furnished either “non-rearranged” or “rearranged” indenones in high selectivity.

Graphical abstract: Transition-metal-free approaches to 2,3-diarylated indenones from 2-alkynylbenzaldehydes and phenols with tunable selectivity

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Article information

DOI
https://doi.org/10.1039/D2CC01324J
Article type
Communication
Submitted
06 Mar 2022
Accepted
15 Mar 2022
First published
15 Mar 2022

Chem. Commun., 2022,58, 4592-4595

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Transition-metal-free approaches to 2,3-diarylated indenones from 2-alkynylbenzaldehydes and phenols with tunable selectivity

T. Yao, S. Zhao, T. Liu, Y. Wu, Y. Ma, T. Li and X. Qin, Chem. Commun., 2022, 58, 4592 DOI: 10.1039/D2CC01324J

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