1604806-75-8Relevant academic research and scientific papers
Synthesis method for intermolecular N-N bonding and corresponding synthesized compound
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Paragraph 0030-0032; 0033-0037; 0045-0046; 0047-0048, (2021/07/24)
The invention relates to a synthesis method for intermolecular N-N bonding and a corresponding compound. According to the invention, the direct insertion reaction of N-H bonds by nitrene is completed, and a brand-new N-N coupling reaction method is developed. The reaction uses a nitrene precursor, under the action of a catalyst, an intermolecular direct N-N coupling reaction of the nitrene precursor and an amine compound can be realized, and a tetra-substituted hydrazine compound is constructed in one step.
Nitrene-mediated intermolecular N–N coupling for efficient synthesis of hydrazides
Wang, Hao,Jung, Hoimin,Song, Fangfang,Zhu, Shiyang,Bai, Ziqian,Chen, Danye,He, Gang,Chang, Sukbok,Chen, Gong
, p. 378 - 385 (2021/03/31)
N–N linkages are found in many natural compounds and endow fascinating structural and functional properties. In comparison to the myriad methods for the construction of C–N bonds, chemistry for N–N coupling, especially in an intermolecular fashion, remains underdeveloped. Here, we report a nitrene-mediated intermolecular N–N coupling of dioxazolones and arylamines under iridium or iron catalysis. These reactions offer a simple and efficient method for the synthesis of various hydrazides from readily available carboxylic acid and amine precursors. Although the Ir-catalysed conditions usually give higher N–N coupling yield than the Fe-catalysed conditions, the reactions of sterically more demanding dioxazolones derived from α-substituted carboxylic acids work much better under the Fe-catalysed conditions. Mechanistic studies revealed that the nitrogen atom of Ir acyl nitrene intermediates has strong electrophilicity and can undergo nucleophilic attack with arylamines with the assistance of Cl···HN hydrogen bonding to form the N–N bond with high efficiency and chemoselectivity. [Figure not available: see fulltext.].
Rh(III)-catalyzed oxidative coupling of 1,2-disubstituted arylhydrazines and olefins: A new strategy for 2,3-dihydro-1H-indazoles
Han, Sangil,Shin, Youngmi,Sharma, Satyasheel,Mishra, Neeraj Kumar,Park, Jihye,Kim, Mirim,Kim, Minyoung,Jang, Jinbong,Kim, In Su
supporting information, p. 2494 - 2497 (2014/05/20)
A rhodium(III)-catalyzed oxidative olefination of 1,2-disubstituted arylhydrazines with alkenes via sp2 C-H bond activation followed by an intramolecular aza-Michael reaction is described. This strategy allows the direct and efficient construct
Synthesis of 2,3-dihydro-1H-indazoles by Rh(iii)-catalyzed C-H cleavage of arylhydrazines
Yao, Jinzhong,Feng, Ruokun,Lin, Cong,Liu, Zhanxiang,Zhang, Yuhong
, p. 5469 - 5476 (2014/07/21)
A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro-1H-indazoles is described. The reaction of arylhydrazines with olefins results in the corresponding 2,3-dihydro 1H-indazoles with exclusive regioselectivity via C-H bond activation. The utility of the methodology is illustrated by a rapid synthesis of 1H-indazoles under mild reaction conditions in half an hour. This journal is the Partner Organisations 2014.
