Synthesis 2022; 54(21): 4818-4526
DOI: 10.1055/a-1889-9354
paper

One-Pot Synthesis of 2-Arylquinolines via in situ Acid Catalysis

Qiang Han
,
Shichen Li
,
Zepeng Cai
,
Chengcheng Ding
,
Lei Feng
,
Chen Ma
The National Natural Science Foundation of China (No. 21572117) and the Key Technology Research and Development Program of Shandong (No. 2019JZZY021015 and 2019GHY112053) provided funding.


Abstract

A simple, efficient, and practical protocol is reported, allowing quick access to diverse 2-arylquinolines from 2-vinylanilines and benzyl halides. This reaction is additive and metal catalyst-free with only solvent needed. A preliminary mechanistic investigation discloses the driving force comes from the in situ released HBr, which catalyzes the subsequent cyclization. The present synthetic route featured high functional group tolerance and simple post-processing. A variety of 2-arylquinolines were obtained up to 96% yield.

Supporting Information



Publication History

Received: 24 May 2022

Accepted after revision: 01 July 2022

Accepted Manuscript online:
01 July 2022

Article published online:
08 August 2022

© 2022. Thieme. All rights reserved

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Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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