Multisite-Sequential Cyclization To Construct 1,2,4-Triazole-Based N‑Fused Heterocyclics

A feasible protocol that uses atomic groups (KSCN, KSeCN, and NH2CN), o-bromobenzoyl hydrazides, and formyls as reaction factors to synthesize N-fused 1,2,4-triazole with benzothiazides, benzoselenazinones, and quinazolinones was proposed. The method overcomes the lengthy multistep synthesis, narrow...

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Bibliographic Details
Published in:Organic letters 2023-03, Vol.25 (9), p.1530-1535
Main Authors: Liu, Lang, Wen, Changting, Sun, Guojin, Li, Yao, Zhang, Jun, Zhang, Zhe, Wang, Zesi, She, Mengyao, Liu, Ping, Zhang, Shengyong, Li, Jianli
Format: Article
Language:English
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Summary:A feasible protocol that uses atomic groups (KSCN, KSeCN, and NH2CN), o-bromobenzoyl hydrazides, and formyls as reaction factors to synthesize N-fused 1,2,4-triazole with benzothiazides, benzoselenazinones, and quinazolinones was proposed. The method overcomes the lengthy multistep synthesis, narrow substrate scope, and toxicity challenge induced by the use or production of hazardous substances. It also enables the development of fused-heterocyclic selenium and quinazolinone derivatives. Their fluorescent performance further demonstrates the practicability of this methodology.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c00322