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. 2022 Sep 27;12(42):27281-27291.
doi: 10.1039/d2ra04739j. eCollection 2022 Sep 22.

Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation

Chieh-Kai Chan  1 , Yi-Hsiu Chung  1 , Cheng-Chung Wang  1
Affiliations

Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation

Chieh-Kai Chan et al. RSC Adv. .

Abstract

An efficient and general protocol for the synthesis of functionalized 2,4,6-triaryl pyridines and pyrimidines was developed from commercially available aromatic ketones, aldehydes and hexamethyldisilazane (HMDS) as a nitrogen source under microwave irradiation. In this multicomponent synthetic route, Lewis acids play an important role in selectively synthesizing six-membered heterocycles, including pyridines (1N) and pyrimidines (2N), by involving [2 + 1 + 2 + 1] or [2 + 1 + 1 + 1 + 1] annulated processes.

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Conflict of interest statement

The authors declare no conflicts of interest.

Figures

Scheme 1
Scheme 1. Synthesis of 2,4,6-triarylpyrimidines.
Scheme 2
Scheme 2. Selective synthesis of pyridines and pyrimidines.
Scheme 3
Scheme 3. Synthesis of compound 2av and 2ua.
Scheme 4
Scheme 4. Plausible reaction pathway.
See this image and copyright information in PMC

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