Synthesis of Highly Functionalized Polycyclic Quinoxaline Derivatives Using Visible-Light Photoredox Catalysis was written by He, Zhi;Bae, Minwoo;Wu, Jie;Jamison, Timothy F.. And the article was included in Angewandte Chemie, International Edition in 2014.Application In Synthesis of 2-(1,2,4-Triazol-1-yl)aniline The following contents are mentioned in the article:
A mild and facile method for preparing highly functionalized pyrrolo[1,2-a]quinoxalines and other nitrogen-rich heterocycles, each containing a quinoxaline core or an analog thereof, has been developed. The novel method features a visible-light-induced decarboxylation and radical coupling of ortho-substituted aryl isocyanides and radicals generated from phenyliodine(III) dicarboxylate reagents and exhibits excellent functional group compatibility. A wide range of quinoxaline heterocycles have been prepared Finally, a telescoped preparation of these polycyclic compounds by integration of the in-line isocyanide formation and photochem. cyclization has been established in a three-step continuous-flow system. The title compounds thus formed included derivatives of imidazo[1,2-a]quinoxaline, pyrrolo[1,2-a]quinoxaline, imidazo[1,5-a]quinoxaline, benzimidazo[1,2-a]quinoxaline, pyrazolo[1,5-a]quinoxaline, [1,2,4]triazolo[1,5-a]quinoxaline, [1,2,3]triazolo[1,5-a]quinoxaline, tetrazolo[1,5-a]quinoxaline, pyrido[3,2-e][1,2,4]triazolo[1,5a]pyrazine. Under optimized conditions the synthesis of the target compounds was achieved using tris[2-(2-pyridinyl-κN)phenyl-κC]iridium [i.e., fac-Ir(ppy)3, photoredox catalyst] as a catalyst. Starting materials included bis(benzoato-κO)phenyliodine and bis(acetato-κO)phenyliodine. Key intermediates included isocyanides (isonitriles), such as 1-(2-isocyanophenyl)pyrrole, 1-(2-isocyanophenyl)-1H-indole and similar azole derivatives Reactants included carboxylic acids, such as benzenepropanoic acid, cyclohexaneacetic acid, pentanedioic acid 1-Me ester, (4S)-2,2-dimethyl-5-oxo-1,3-dioxolane-4-acetic acid, 10-undecenoic acid (fatty acid), 5-pentynoic acid. Amino acids included N-[(1,1-dimethylethoxy)carbonyl]-β-alanine, N-[(1,1-dimethylethoxy)carbonyl]-
2-(1,2,4-Triazol-1-yl)aniline (cas: 39876-84-1) belongs to triazole derivatives. Triazoles exhibit substantial isomerism, depending on the positioning of the nitrogen atoms within the ring. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Application In Synthesis of 2-(1,2,4-Triazol-1-yl)aniline
Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics