86358-32-9Relevant 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.).
Displacement of Dinitrogen by Oxygen: A Methodology for the Catalytic Conversion of Diazocarbonyl Compounds to Ketocarbonyl Compounds by 2,6-Dichloropyridine-N-oxide
Yu, Yang,Sha, Qiang,Cui, Hui,Chandler, Kory S.,Doyle, Michael P.
supporting information, p. 776 - 779 (2018/02/09)
Dirhodium(II) catalyzed dinitrogen extrusion from diazocarbonyl compounds by 2,6-dichloropyridine-N-oxide forms ketocarbonyl compounds in near-quantitative yields. Reactions occur at room temperature, and the pyridine product does not coordinate with dirhodium(II) to inhibit catalysis. Anhydrous tricarbonyl compounds, as well as dicarbonyl compounds, are conveniently prepared by this methodology, and they have been used in situ for catalytic ene and aldol transformations.
Addition of mixed (Alkenyl)dialkylzincates to vicinal diketo esters
Selter, Lars,Harms, Klaus,Koert, Ulrich
, p. 1215 - 1230 (2017/12/07)
Methods for the regioselective alkylation, arylation, and alkenylation of α,β-diketo esters using organozinc reagents are reported. Alkylation and arylation at the α-position is possi-ble using diorganozinc compounds. Alkenylation can be achieved using mixed (alkenyl)dineopentylzincates.
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
A novel method of synthesis of 1,2-diketones from 1,2-diols using N-bromosuccinimide
Khurana, Jitender M.,Kandpal, Bhaskar M.
, p. 4909 - 4912 (2007/10/03)
A simple and convenient procedure is reported for the synthesis of benzils and aliphatic 1,2-diketones of cyclic and open chain compounds from corresponding hydrobenzoins and 1,2-diols by refluxing with N-bromosuccinimide in carbon tetrachloride in presence or absence of pyridine.
Selective Oxidation of Phosphorus Ylides by Dimethyldioxirane. Application to the Formation of Vicinal Tricarbonyls
Wasserman, Harry H.,Baldino, Carmen M.,Coats, Steven J.
, p. 8231 - 8235 (2007/10/03)
Dimethyldioxirane (DMD) has proven to be an effective reagent for the selective conversion of phosphoranylidene intermediates 4 to the corresponding vicinal tricarbonyls 5.Unlike existing oxidation protocols which employ relatively vigorous conditions, th
Oxidations of Dihydroxyalkanoates to Vicinal Tricarbonyl Compounds with a 4-BzoTEMPO-Sodium Bromite System or by Indirect Electrolysis Using 4-BzoTEMPO and Bromide Ion
Inokuchi, Tsutomu,Liu, Ping,Torii, Sigeru
, p. 1411 - 1414 (2007/10/02)
An efficient access to vicinal dioxoalkanoates, one of structural elements of potent competitive inhibitors of hydrolytic enzyme, from 2,3-dihydroxyalkanoates has been developed, which features an one-step procedure with a mild oxidizing system using recyclable 2, 2, 6, 6-tetramethylpiperidine-1-oxyl in combination with NaBrO2*3H2O or electrogenerated active bromine species as a real oxidant.
