76689-75-3Relevant academic research and scientific papers
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.].
Synthesis method for intermolecular N-N bonding and corresponding synthesized compound
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Paragraph 0030-0032; 0033-0037; 0043-0046; 0051; 0053; ..., (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.
Highly Enantioselective Iridium-Catalyzed Cascade Double Allylation Strategy: Synthesis of Pyrrolidinoindolines with an All-Carbon Quaternary Stereocenter
Tian, Hua,Peng, Fei,Zhang, Pengxiang,Yang, Haijun,Fu, Hua
supporting information, p. 8501 - 8505 (2019/10/14)
Highly enantioselective cascade double allylations of 1-alkyl-3-alkylindolin-2-imine hydrochlorides with (E)-but-2-ene-1,4-diyl dimethyl dicarbonate leading to tetrahydropyrrolo[2,3-b]indoles with an all-carbon quaternary stereocenter have been developed.
Synthesis and Autooxidation of 2-Amino-1,3-dialkylindoles
Kost, A. N.,Portnov, Yu. N.,Golubeva, G. A.,Popova, A. G.,Mushket, B.
, p. 917 - 920 (2007/10/02)
Autooxidation occurs during the liberation of the bases from the salts of 1,3-dialkyl-2-aminoindoles, and stable 3-hydroperoxides are formed.The same compounds can also be obtained without prior isolation of the salts via heterocyclization of 1-acyl-2-ary
