Issue 13, 2023
From the journal:

Organic Chemistry Frontiers

Direct construction of biaryl-bridged 8–11 membered N-heterocycles via gold(i)-catalyzed intramolecular [4 + 2] benzannulation of N-tethered diynyl benzaldehydes†

Qing Bao,a   Jichao Chen,a   Zhen Liua  and  Weidong Rao ORCID logo *a  

* Corresponding authors

a Jiangsu Co-Innovation Center for Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
E-mail: weidong@njfu.edu.cn

Abstract

An efficient method for the expeditious synthesis of architecturally challenging biaryl-bridged 8–11 membered N-heterocycles that relies on gold(I)-catalyzed intramolecular [4 + 2] benzannulation of N-tethered diynyl benzaldehydes is described. A diverse array of biaryl-bridged 8–11 membered N-heterocycles that are otherwise difficult to prepare by conventional methods could be readily accessed under mild reaction conditions. This transformation features high functional group tolerance and a broad substrate scope.

Graphical abstract: Direct construction of biaryl-bridged 8–11 membered N-heterocycles via gold(i)-catalyzed intramolecular [4 + 2] benzannulation of N-tethered diynyl benzaldehydes

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Article information

DOI
https://doi.org/10.1039/D3QO00250K
Article type
Research Article
Submitted
24 Feb 2023
Accepted
27 May 2023
First published
27 May 2023

Org. Chem. Front., 2023,10, 3280-3287

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Direct construction of biaryl-bridged 8–11 membered N-heterocycles via gold(I)-catalyzed intramolecular [4 + 2] benzannulation of N-tethered diynyl benzaldehydes

Q. Bao, J. Chen, Z. Liu and W. Rao, Org. Chem. Front., 2023, 10, 3280 DOI: 10.1039/D3QO00250K

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