19407-57-9Relevant academic research and scientific papers
Palladium-catalyzed one-pot synthesis of 2-substituted quinazolin-4(3H)-ones fromo-nitrobenzamide and alcohols
Wang, Ke,Chen, Hao,Dai, Xinyan,Huang, Xupeng,Feng, Zhiqiang
, p. 13119 - 13123 (2021)
Palladium-catalyzed 2-substituted quinazolin-4(3H)-one formation from readily availableo-nitrobenzamides and alcohols using hydrogen transfer is described. Various quinazolin-4(3H)-ones were obtained in good to high yields. The cascade reaction including
Preparation method of quinazolinone derivative
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Paragraph 0083-0086, (2021/04/14)
The invention discloses a preparation method of a quinazolinone derivative, wherein the preparation method comprises the following steps: dissolving an anthranilonitrile compound represented by a formula I and an aldehyde represented by a formula II in a
Copper-mediated synthesis of quinazolin-4(3: H)-ones from N-(quinolin-8-yl)benzamide and amidine hydrochlorides
Ban, Zihui,Cui, Xinfeng,Hu, Fangpeng,Lu, Guoqiang,Luo, Nan,Huang, Guosheng
, p. 12963 - 12966 (2019/08/28)
An efficient copper-mediated tandem C(sp2)-H amination to provide quinazolinones from N-(quinolin-8-yl)benzamide and amidine hydrochlorides has been developed. It can afford rather complex products in a single step synthesis from easily availab
Efficient Synthesis of Quinazolinones by Transition-Metal-Free Direct Aerobic Oxidative Cascade Annulation of Alcohols with o-Aminoarylnitriles
Wang, Qi,Lv, Miao,Liu, Jianping,Li, Yang,Xu, Qing,Zhang, Xu,Cao, Hongen
, p. 3043 - 3048 (2019/03/17)
A mild and atom-economic method was developed for direct and efficient synthesis of quinazolinones through a transition-metal-free aerobic oxidative cascade annulation reaction of widely available o-aminoarylnitriles and alcohols. Air could be employed as an effective oxidant under mild conditions, generating water as the only byproduct. Possibly owing to the “cesium effect”, the water-soluble base CsOH was found to be crucial in all key steps of the reaction mechanism. Because a wide range of substrates can be used to prepare substituted quinazolinones without contamination by transition-metal residues, this method may be of interest for application in pharmaceutical synthesis. Possible reaction paths were also proposed according to control reactions.
Method for synthesizing quinazolinone derivative
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Paragraph 0082-0085, (2019/11/04)
The invention discloses a method for synthesizing a quinazolinone derivative. According to the method for synthesizing the quinazolinone derivative,anthranilonitrile compounds and primary alcohols areused as raw materials, 2,2,6,6-tetramethylpiperidine ox
A quinazolinone of heterocyclic compound synthetic method
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Paragraph 0127-0130, (2019/07/01)
The invention discloses a quinazolinone of heterocyclic compound synthetic method. In under the action of the water-soluble alkali using air as the oxidizing agent, and ortho-amino alcohol oxidation fragrant nitrile compound - cyclized - oxidation of high efficiency series reaction one-step preparation quinazolinone of heterocyclic compound synthetic method. This method does not need the use of expensive transition metal catalyst and ligand, but the use of water-soluble alkali as promoter, the alkali can be removed by water washing mode is convenient, so product transition metal-free residue, is suitable as a pharmaceutical preparation of the precursor, the method condition is simple, easy to operate, low requirement for the device, and can utilizes air as economic security green oxidizing agent, water-soluble alkali as promoter, the only by-product is water, atom economical high, has a certain research and industrial application prospect.
Polystyrene-Supported Palladium (Pd?PS)-Catalyzed Carbonylative Annulation of Aryl Iodides Using Oxalic Acid as a Sustainable CO Source for the Synthesis of 2-Aryl Quinazolinones
Ram, Shankar,Shaifali,Chauhan, Arvind Singh,Sheetal,Sharma, Ajay Kumar,Das, Pralay
supporting information, p. 14506 - 14511 (2019/11/21)
An efficient and convenient strategy for the synthesis of diversely substituted quinazolinones from o-carbamoyl/cyano aniline and aryl iodides using oxalic acid as a CO source under polystyrene supported palladium (Pd?PS) nanoparticles (NPs) catalyzed con
Chemoselective Trifluoroethylation Reactions of Quinazolinones and Identification of Photostability
Maiti, Saikat,Kim, Jaeshin,Park, Jae-Heon,Nam, Dongsik,Lee, Jae Bin,Kim, Ye-Jin,Kee, Jung-Min,Seo, Jeong Kon,Myung, Kyungjae,Rohde, Jan-Uwe,Choe, Wonyoung,Kwon, Oh-Hoon,Hong, Sung You
supporting information, p. 6737 - 6751 (2019/06/04)
Herein, we report chemoselective trifluoroethylation routes of unmasked 2-arylquinazolin-4(3H)-ones using mesityl(2,2,2-trifluoroethyl)iodonium triflate at room temperature. Homologous C-, O-, and N-functionalized subclasses are accessed in a straightforward manner with a wide substrate scope. These chemoselective branching events are driven by Pd-catalyzed ortho-selective C-H activation at the pendant aryl ring and base-promoted reactivity modulation of the amide group, leveraging the intrinsic directing capability and competing pronucleophilicity of the quinazolin-4(3H)-one framework. Furthermore, outstanding photostability of the quinazolin-4(3H)-one family associated with nonradiative decay is presented.
Direct diversification of unmasked quinazolin-4(3: H)-ones through orthogonal reactivity modulation
Lee, Jae Bin,Kang, Mi Eun,Kim, Joohee,Lee, Chang Young,Kee, Jung-Min,Myung, Kyungjae,Park, Jang-Ung,Hong, Sung You
supporting information, p. 10394 - 10397 (2017/09/25)
Here we report a set of direct functionalization methods of unmasked 2-phenylquinazolin-4(3H)-ones, a privileged alkaloid core, without the installation/removal event of protecting groups or exogenous coordinating moieties. Divergent pathways were modulated with transition-metal catalysts by suppressing competitive reactivities, leading to N-arylation, annulative π-extension, or C-H fluorination.
Mechanistic insights into a catalyst-free method to construct quinazolinones through multiple oxidative cyclization
Wang, Zhen-Zhen,Tang, Yu
, p. 1330 - 1336 (2017/02/15)
A novel one-pot benign oxidative cyclization of alcohols with 2-aminobenzamides was successfully developed without catalyst to afford the quinazolinones under O2. This one-pot protocol involved oxidations and cyclizations to construct the skeleton of quinazolinones through possibly three kinds of distinct reaction mechanisms.
