33868-50-7Relevant academic research and scientific papers
Bioinspired Oxidative Cleavage of Aliphatic C–C Bonds Utilizing Aerial Oxygen by Nickel Acireductone Dioxygenase Mimics
Raje, Sakthi,Mani, Kalaikodikumaran,Kandasamy, Parameswaran,Butcher, Ray J.,Angamuthu, Raja
, p. 2164 - 2167 (2019)
Bioinspired oxidative cleavage of aliphatic C–C bonds of the acireductone model substrate 2-hydroxy-3-oxo-1,3-diphenylprop-1-en-1-olate, bound to two paramagnetic nickel(II) complexes that are mimics for the nickel containing acireductone dioxygenase, has been achieved utilizing aerial oxygen under ambient conditions.
Decarboxylative Oxyacyloxylation of Propiolic Acids: Construction of Alkynyl-Containing α-Acyloxy Ketones
Chen, Xin,Xin, Yangchun,Zhao, Zhi-Wei,Hou, Yu-Jian,Wang, Xiang-Xiang,Xia, Wen-Jin,Li, Ya-Min
supporting information, p. 8216 - 8225 (2021/06/28)
Novel decarboxylative oxyacyloxylation of propiolic acids has been developed. This reaction provides an efficient access to alkynyl-containing α-acyloxy ketones from readily available starting materials and exhibits significant functional group tolerance. Furthermore, oxyacyloxylation of terminal alkynes and aliphatic propiolic acids was also developed. A possible reaction mechanism is proposed based on mechanistic studies.
N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air
Tan, Hui,Wang, Shen-An,Yan, Zixi,Liu, Jianzhong,Wei, Jialiang,Song, Song,Jiao, Ning
supporting information, p. 2140 - 2144 (2020/12/01)
Oxygenation reactions with molecular oxygen (O2) as the oxygen source provides a green and straightforward strategy for the construction of O-containing compounds. Demonstrated here is a novel N-heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O-atoms from O2. Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O2.
1,2-Dibromoethane and KI mediated α-acyloxylation of ketones with carboxylic acids
Wang, Xujie,Li, Gangsheng,Yang, Yanan,Jiang, Jianshuang,Feng, Ziming,Zhang, Peicheng
supporting information, p. 711 - 714 (2019/09/30)
The 1,2-dibromoethane- and KI-mediated α-acyloxylation of ketones is reported in moderate to good yield without the use of transition metals and strong oxidants. Various acids are well tolerated with wide functional group compatibility. An 1,2-dibromoethane- and KI-catalysed reaction mechanism is proposed based on the results of control experiments.
Aerobic Photooxidative Synthesis of β-Alkoxy Monohydroperoxides Using an Organo Photoredox Catalyst Controlled by a Base
Asano, Yuya,Nagasawa, Yoshitomo,Yamaguchi, Eiji,Itoh, Akichika
supporting information, p. 409 - 412 (2018/02/21)
Transition-metal-free synthesis of β-alkoxy monohydroperoxides via aerobic photooxidation using an acridinium photocatalyst was developed. This method enables the synthesis of some novel hydroperoxides. The peroxide source is molecular oxygen, which is cost-effective and atomically efficient. Magnesium oxide plays an important role as a base in the catalytic system.
Metal-free one-pot α-benzoxylation of benzylic alcohols with acids or aldehydes
Zhu, Yefu,Zheng, Yong,Song, Weibin,Wei, Bole,Xuan, Lijiang
supporting information, p. 368 - 371 (2018/01/04)
A metal-free strategy has been developed for α-benzoxylation of benzylic alcohols with acids or aldehydes. The reaction proceeds via sequential oxidation and α-benzoxylation in one pot. Importantly, the reactions are performed in metal-free condition and utilize cheap aqueous TBHP as an oxidant, affording α-benzoxy ketones in moderate to good yields.
Copper-catalyzed α-C-H acyloxylation of carbonyl compounds with terminal alkynes
Li, Jiao,Yang, Zan,Yang, Tao,Yi, Jianmin,Zhou, Congshan
supporting information, p. 1581 - 1584 (2018/02/09)
Herein, a copper/TBHP catalyst system for the α-C-H acyloxylation of carbonyl compounds is developed using terminal alkynes as the acyloxy source. A variety of carbonyl compounds and terminal alkynes are tolerated in this reaction. In addition, its possible mechanism is proposed.
α-Acetoxyarone synthesis via iodine-catalyzed and tert-butyl hydroperoxide-mediateded self-intermolecular oxidative coupling of aryl ketones
Tan, Liquan,Chen, Cui,Liu, Weibing
supporting information, p. 1079 - 1084 (2017/06/20)
We present a metal-free method for α-acetoxyarone synthesis by self-intermolecular oxidative coupling of aryl ketones using I2?tert-butyl hydroperoxide (TBHP). Under the optimum conditions, various aryl ketones gave the corresponding products i
I2/TBHP-mediated oxidative coupling of ketones and toluene derivatives: a facile method for the preparation of α-benzoyloxy ketones
Chen, Cui,Liu, Weibing,Zhou, Peng,Liu, Hailing
, p. 20394 - 20397 (2017/04/19)
An efficient oxidative approach was developed for the α-benzoyloxylation of ketones using tert-butyl hydroperoxide (TBHP). This process provided facile access to a wide range of α-benzoyloxy ketones in good to excellent yields via the direct oxidative α-benzoyloxylation of a structurally diverse series of ketones using simple arylmethane compounds.
Method for preparing alpha-acyloxy ketone compound from terminal alkyne compounds
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Paragraph 0040, (2017/09/01)
The invention provides a method for efficiently synthesizing an alpha-acyloxy ketone compound containing different substitute functional groups. According to the method, acetylacetone copper is taken as a reaction catalyst, t-butylhydroperoxide is taken as an antioxidant, ketone compounds and terminal alkyne compounds are taken as reaction substrates, and an organic solvent is added into a reaction system. The method has the advantages that the catalyst is cheap and easily available; reaction conditions are mild, safe and reliable; and the productivity of an obtained target product is relatively high. According to the method, the problem that a traditional alpha-acyloxylation reaction system is single is solved, and a novel acyloxylation reagent is provided; and the method has good industrial application prospects.
