Recent Developments Towards the Synthesis of Triazole Derivatives: A Review

Organics, Journal Year: 2024, Volume and Issue: 5(4), P. 450 - 471

Published: Oct. 24, 2024

The triazole scaffold is a crucial component of heterocyclic chemistry, serving as basic building block in organic synthesis, materials science, and medicinal chemistry. Triazole five-membered ring composed three nitrogen atoms two carbon atoms, it exists isomeric forms: 1,2,3-triazole 1,2,4-triazole. Compounds featuring the are important heterocycles known for their diverse biological activities, including antimicrobial, antiproliferative, antimalarial, anticonvulsant, anti-inflammatory, antineoplastic, antiviral, analgesic, anticancer properties. As result, derivatives have attracted significant attention from researchers. This review aims to provide thorough overview published studies on synthesis derivatives, highlighting various methods obtaining moiety. These include classical approaches well microwave ultrasound-assisted techniques.

Language: Английский

Formal [4+2] combined ionic and radical approach of vinylogus enaminonitriles for highly substituted sulfonyl pyridazines

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 3, 2024

A formal [4 + 2] reaction for the synthesis of 5’-sulfonyl-4’-aryl-3-cyano substituted pyridazine compounds from between vinylogus enaminonitrile and sulfonyl hydrazides is reported. The key features our include transamidation with hydrazide, radical sulfonylation resulting intermediate, subsequent 6-endo-trig cyclization. This proceeds smoothly to deliver a series derivatives in good high yields. We also found that group synthesized pyridazines can be transformed into C-, O-, or N-containing functional groups. gram scale experiment diverse transformation were performed validate practicability developed process. In pyridazines, cyclization via pathway both kinetically thermodynamically favored over an ionic pathway, as supported by DFT calculations.

Language: Английский

Formal [4 + 2] combined ionic and radical approach of vinylogous enaminonitriles to access highly substituted sulfonyl pyridazines

Communications Chemistry, Journal Year: 2024, Volume and Issue: 7(1)

Published: Nov. 30, 2024

Pyridazine derivatives hold significant interest due to their broad applications in pharmaceuticals and materials science, where they serve as valuable scaffolds for bioactive compounds functional materials. Here, we report a formal [4 + 2] reaction the synthesis of 5'-sulfonyl-4'-aryl-3-cyano substituted pyridazine from between vinylogous enaminonitriles sulfonyl hydrazides. The key features our include transamidation with hydrazide, radical sulfonylation resulting intermediate, subsequent 6-endo-trig cyclization. This proceeds smoothly deliver series good high yields. We also found that group synthesized pyridazines can be transformed into C-, O-, or N-containing groups. A gram-scale experiment diverse transformation were performed validate practicality developed process. In sulfonyl-substituted pyridazines, cyclization via pathway is both kinetically thermodynamically favored over an ionic pathway, supported by DFT calculations. aromatic heterocyclic compound utilized bioisostere benzene pyridine, core scaffold various drug molecules, making synthetic methods access interest. authors

Language: Английский