4435-51-2Relevant academic research and scientific papers
Rapid, Operationally Simple, and Metal-free NBS Mediated One-pot Synthesis of 1,2-Naphthoquinone from 2-Naphthol
Sim, Jaeuk,Jo, Hyeju,Viji, Mayavan,Choi, Minho,Jung, Jin-Ah,Lee, Heesoon,Jung, Jae-Kyung
supporting information, p. 852 - 858 (2018/02/06)
A metal-free, one-pot synthesis of 1,2-naphthoquinone was accomplished from 2-naphthol by utilizing economically cheap NBS under open air conditions. Initial formation of 1,1-dibromonaphthalen-2-one and subsequent transformation afforded the 1,2-naphthoquinone. This oxidation was completed within 30 min and had broad substrate scope. Moreover, this system tolerated heterocyclic systems and was also applicable to 1,3-dicarbonyl systems. This practical approach with short reaction times, a simple workup, and insensitivity to moisture could override the usage of expensive and hazardous oxidizing and metal reagents. (Figure presented.).
PPh3·HBr-DMSO: A Reagent System for Diverse Chemoselective Transformations
Mal, Kanchan,Kaur, Amanpreet,Haque, Fazle,Das, Indrajit
, p. 6400 - 6410 (2015/06/30)
The broad applicability of the hitherto unexplored reagent combination PPh3·HBr-DMSO is exemplified with multiple highly diverse one-step transformations to synthetically useful building blocks, such as flavones, 4H-thiochromen-4-ones, α-hydroxy ketones, 1,4-naphthoquinones (including vitamin K3), 2-bromo-3-substituted-1H-1-indenones, 2-methylthio-1H-1-indenones, 3-butyne-1,2-dione, and 4-pentene-2,3-diones. The simple and mild reaction conditions make the reagent superior in terms of yield and substrate scope in comparison with the existing alternatives.
DDQ-mediated oxidation of sp3 C-H bond for the direct synthesis of vicinal tricarbonyl compounds Dedicated to academician Li-Xin Dai on the occasion of his 90th birthday
Wang, Zheng-Lin,An, Xing-Lan,Ge, Li-Shi,Jin, Jing-Hai,Luo, Xiaoyan,Deng, Wei-Ping
, p. 3788 - 3792 (2014/05/20)
A facile and direct synthetic method was developed for the construction of vicinal tricarbonyl compounds (VTCs) in moderate to excellent yields (46-92%), by treating the readily available 1,3-dicarbonyl compounds with 2,2,6,6-tetramethylpiperidine-1-oxyl
Facile synthesis of 1,2,3-tricarbonyls from 1,3-dicarbonyls mediated by cerium(IV) ammonium nitrate
Sivan, Akhil,Deepthi, Ani
supporting information, p. 1890 - 1893 (2014/03/21)
A mild and efficient protocol for the synthesis of vicinal tricarbonyl compounds from β-dicarbonyls in a single step using cerium(IV) ammonium nitrate as a catalytic oxidant is described. Ease of execution, wide substrate scope and the suitability for the synthesis of commercially important compounds like ninhydrin, alloxan and oxoline make this reaction particularly noteworthy.
Heterocyclen aus α-Nitroolefinen. XII. 3-Acetyl-4,5-dihydro-5-(methyleneamino)furane und 3-Acylpyrrole aus α-Nitroolefinen und β-Diketonen
Boberg, Friedrich,Garburg, Karl-Heinz,Goerlich, Karl-Joachim,Pipereit, Eberhard,Redelfs, Elke,Ruhr, Maria
, p. 1853 - 1859 (2007/10/02)
From α-nitroolefines 1 and β-diketones 2 3-acetyl-4,5-dihydro-5-(methyleneamino)furans 5 are prepared.Furans 5 react in acid medium to yield 1-unsubstituted 3-acylpyrroles 6, catalytic hydrogenation yields 1-substituted 3-acylpyroles 9.The (1)H-nmr and (13)C-nmr investigation prove the constitutions.
