1775-96-8Relevant academic research and scientific papers
TMSOTf-catalyzed synthesis of substituted quinazolines using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions
Chan, Chieh-Kai,Lai, Chien-Yu,Wang, Cheng-Chung
, p. 7201 - 7212 (2020/10/02)
In this article, we report an efficient and mild synthetic route for the construction of substituted quinazolines from functionalized 2-aminobenzophenones with various benzaldehydes usingcat. TMSOTf and hexamethyldisilazane (HMDS) under neat, metal-free and microwave irradiation conditions in which gaseous ammonia was formedin situ. This synthetic protocol provided the desired quinazolines with a broad substrate scope in good to excellent yields. Some structures were confirmed by X-ray single-crystal diffraction analysis.
Preparation of Quinazolines via a 2+2+2 Annulation from Aryldiazonium Salts and Nitriles
Ramanathan, Mani,Liu, Shiuh-Tzung
, p. 8290 - 8295 (2017/08/14)
A (2+2+2) modular synthesis of multisubstituted quinazolines has been realized by the direct reaction of aryldiazonium salts with two equivalent of nitriles. Reaction of aryldiazonium salt with a nitrile provides the initial formation of a reactive nitrilium ion, which is attacked by another molecule of nitrile followed by electrophilic cyclization to deliver the desired product. Notable flexibility in the substitution patterns, readily available substrates, short reaction time, transition metal-free, and gram-scale synthesis are the advantages of this method.
Synthesis of Quinazolines from N,N′-Disubstituted Amidines via I2/KI-Mediated Oxidative C-C Bond Formation
Lv, Zhigang,Wang, Bingnan,Hu, Zhiyuan,Zhou, Yiming,Yu, Wenquan,Chang, Junbiao
, p. 9924 - 9930 (2016/11/02)
An I2/KI-promoted oxidative C-C bond formation reaction from C(sp3)-H and C(sp2)-H bonds has been used to construct quinazoline skeletons from N,N′-disubstituted amidines. The required substrates are readily prepared from the corresponding acyl chlorides, anilines, and alkyl/benzylamines by sequential amidation, chlorination, and amination reactions. Under the optimal oxidative cyclization conditions, all these amidines were conveniently transformed into the expected products in moderate to good yields. This practical and environmentally benign approach works well with crude amidine intermediates and can also be carried out on a gram scale.
2-subsituted quinazoline preparation method
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Page/Page column 16, (2016/10/07)
The present invention discloses a 2-subsituted quinazoline preparation method, in particular, 2-subsituted quinazoline is obtained by oxidative decarboxylation and condensation oxidation reaction of o-amino phenyl ketone, an aryl acetic acid and an inorga
Copper-catalyzed aerobic oxidative decarboxylative amination of arylacetic acids: A facile access to 2-arylquinazolines
Yan, Yizhe,Shi, Miaomiao,Niu, Bin,Meng, Xiangping,Zhu, Changrui,Liu, Gengyao,Chen, Ting,Liu, Yanqi
, p. 36192 - 36197 (2016/05/19)
An efficient copper-catalyzed oxidative decarboxylative amination of arylacetic acids with 2-aminobenzoketones and ammonium acetate under an oxygen atmosphere was first developed. This reaction represents a novel avenue for 2-arylquinazolines in good to e
Transition Metal-Free Visible Light-Driven Photoredox Oxidative Annulation of Arylamidines
Shen, Zi-Chao,Yang, Pan,Tang, Yu
, p. 309 - 317 (2016/01/15)
A fast catalytic synthesis of multisubstituted quinazolines from readily available amidines via visible light-mediated oxidative C(sp3)-C(sp2) bond formation has been established. This reaction is a metal-free oxidative coupling catalyzed by a photoredox organocatalyst. The protocol features low catalyst loading (1 mol %).
Efficient synthesis of 2-arylquinazolines via copper-catalyzed dual oxidative benzylic C-H aminations of methylarenes
Liu, Li-Yan,Yan, Yi-Zhe,Bao, Ya-Jie,Wang, Zhi-Yong
, p. 1216 - 1220 (2015/12/30)
A novel copper-catalyzed dual oxidative benzylic C-H aminations of methylarenes with 2-aminobenzoketones in the presence of ammonium acetate was developed. This reaction represents a new avenue for 2-arylquinazolines with good yields. A key intermediate was detected and the kinetics isotope effect (KIE) indicated that C-H bond cleavage was the rate-determining step.
Potassium iodide-catalyzed three-component synthesis of 2-arylquinazolines via amination of benzylic C-H bonds of methylarenes
Zhao, Dan,Shen, Qi,Li, Jian-Xin
supporting information, p. 339 - 344 (2015/03/04)
A novel potassium iodide-catalyzed three-component synthesis of quinazolines via benzylic C-H bonds amination was developed. Commonly used ammonia salt and the sp3 carbon in commercially available methylarenes were used as nitrogen and C1 sources, respectively. Mechanistic studies indicated that an aryl aldehyde is involved as a key intermediate in the reaction.
Recyclable, magnetic ionic liquid bmim[FeCl4]-catalyzed, multicomponent, solvent-free, green synthesis of quinazolines
Panja, Sumit Kumar,Saha, Satyen
, p. 14495 - 14500 (2013/09/02)
An atom-efficient, eco-friendly, solvent-free, high yielding, multicomponent green strategy to synthesize highly functionalized quinazoline derivatives by the one-pot reaction of 2-aminobenzophenone, aromatic aldehyde and ammonium acetate is presented. Ma
Recyclable graphite oxide promoted efficient synthesis of 2-phenyl quinazoline derivatives in the presence of TBHP as an oxidant
Karnakar,Kumar, A. Vijay,Murthy, S. Narayana,Ramesh,Nageswar
supporting information; experimental part, p. 4613 - 4617 (2012/09/22)
A novel and efficient protocol for the synthesis of 2-phenyl quinazoline derivatives is developed by recyclable graphite oxide as a catalyst, devoid of moisture sensitive metal catalysts and corrosive acidic reagents. This new procedure has afforded the desired products in good to excellent yields. The graphite oxide can be synthesized by a simple adoptable procedure from inexpensive and readily available graphite and is recoverable and reusable up to four cycles, without any loss of activity.
