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. 2018 Jan 25;8(9):4584-4587.
doi: 10.1039/c7ra12716b. eCollection 2018 Jan 24.

Catalyst- and solvent-free approach to 2-arylated quinolines via [5 + 1] annulation of 2-methylquinolines with diynones

Hai-Yuan Zhao  1   2 , Fu-Song Wu  2 , Li Yang  3 , Ying Liang  1 , Xiao-Lin Cao  2 , Heng-Shan Wang  2 , Ying-Ming Pan  2
Affiliations

Catalyst- and solvent-free approach to 2-arylated quinolines via [5 + 1] annulation of 2-methylquinolines with diynones

Hai-Yuan Zhao et al. RSC Adv. .

Abstract

A novel route for the synthesis of 2-arylated quinolines through a [5 + 1] annulation directly from 2-methylquinolines and diynones under catalyst-free and solvent-free conditions was disclosed. This synthetic process was atom-economic, with good tolerance of a broad range of functional groups, and with great practical worth.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. C–H bond activation of 2-methylquinolines and 2-methylpyridine.
Fig. 1
Fig. 1. X-ray crystal structure of 3a (CCDC 1534893†).
Scheme 2
Scheme 2. Control experiments.
Scheme 3
Scheme 3. Plausible mechanism.
See this image and copyright information in PMC

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