81817-16-5Relevant academic research and scientific papers
Cobalt-Catalyzed, Directed Intermolecular C-H Bond Functionalization for Multiheteroatom Heterocycle Synthesis: The Case of Benzotriazine
Wu, Weiping,Fan, Shuaixin,Li, Tielei,Fang, Lili,Chu, Benfa,Zhu, Jin
, p. 5652 - 5657 (2021/08/01)
Transition-metal-catalyzed, directed intermolecular C-H bond functionalization is synthetically useful but heavily underexplored in multiheteroatom heterocycle synthesis. Herein we report a cobalt catalytic method for the formation of a three-nitrogen-bearing benzotriazine scaffold via the coupling of arylhydrazine and oxadiazolone. This synthetic protocol features a low-cost base metal catalyst, a maximum number of heteroatoms built into a heterocycle, a distinct synthetic logic for benzotriazines, a superior step economy, and a broad substrate scope.
Palladium-Catalyzed ortho -Monoacylation of Arenes with Aldehydes via 1,2,4-Benzotriazine-Directed C-H Bond Activation
Cui, Bingcun,Hu, Gang,Huang, Guosheng,Jin, Shaofen,Liu, Jin,Liu, Tingting,Ni, Dongmei,Yu, Xin,Zhou, Yingxing
supporting information, p. 1407 - 1416 (2020/04/27)
An efficient palladium-catalyzed C-H bond functionalization/ ortho -monoacylation reaction of 3-aryl-1,2,4-benzotriazines with (hetero)aryl or alkyl aldehydes has been developed, which offers a facile and alternative strategy for direct modification and further diversification of 3-aryl-1,2,4-benzotriazines. Bioactive 1,2,4-benzotriazine has been employed as a novel directing group for the palladium-catalyzed regioselective monoacylation of sp 2 C-H bond protocol with broad substrate scope and good functional group tolerance.
Copper-catalyzed domino reaction of 2-haloanilines with hydrazides: A new route for the synthesis of benzo[e][1,2,4]triazine derivatives
Guo, Han,Liu, Jin,Wang, Xianxue,Huang, Guosheng
supporting information; experimental part, p. 903 - 906 (2012/05/20)
A copper-catalyzed domino reaction for the synthesis of benzo[e][1,2,4]triazine derivatives has been developed using readily available substituted 2-haloanilines and hydrazides as the starting materials. The procedure of the present method is mild, facile
Two-step syntheses of 3-methyl and 3-phenyl-1,2,4-benzotriazines
Khodja, Mohamed,Moulay, Saad,Boutoumi, Hocine,Wilde, Horst
, p. 166 - 172 (2007/10/03)
3-Methyl-1,2,4-benzotriazine and some of its derivatives were prepared in moderate yields (50-70%) via a reductive cyclization by a PtO 2-catalyzed hydrogenation of the corresponding 2- nitrophenylhydrazones of the pyruvic acid. The latter comp
A Novel Synthesis of 3-Aryl-1,2,4-benzotriazines via N-Phenylsulfonyl-N''-arylbenzamidrazones
Ito, Suketaka,Tanaka, Yumo,Kakehi, Akikazu
, p. 859 - 864 (2007/10/02)
3-Aryl-1,2,4-benzotriazines were obtained in good yields by the mercury(II) oxide-oxidation of N-phenylsulfonyl-N''-arylbenzamidrazones prepared from N-(phenylsulfonyl)benzohydrazonoyl chlorides and anilines.From the synthetic viewpoint for benzotriazines, this method may be of high utility on account of the availability of starting materials and higher yields.
