- Pd-Catalyzed tandem reaction of N-(2-cyanoaryl)benzamides with arylboronic acids: synthesis of quinazolines
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The synthesis of 2,4-disubstituted quinazolines by a palladium-catalyzed reaction of arylboronic acids with N-(2-cyanoaryl)benzamides has been developed with moderate to excellent yields. The method shows good functional group tolerance. In particular, ha
- Zhu, Jianghe,Shao, Yinlin,Hu, Kun,Qi, Linjun,Cheng, Tianxing,Chen, Jiuxi
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p. 8596 - 8603
(2018/11/27)
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- Synthesizing method of drug intermediate quinazoline compound
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The invention relates to a quinazoline compound as shown in formula (5) and capable of being used as a drug intermediate and a synthesizing method of the quinazoline compound. The synthesizing methodhas the advantages that the method is completed through
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Paragraph 0095; 0097; 0102; 0103; 0121-0150
(2018/09/11)
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- Palladium-Catalyzed Three-Component Tandem Process: One-Pot Assembly of Quinazolines
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The first example of the palladium-catalyzed, three-component tandem reaction of 2-aminobenzonitriles, aldehydes, and arylboronic acids has been developed, providing a new approach for one-pot assembly of diverse quinazolines in moderate to good yields. A noteworthy feature of this method is the tolerance of bromo and iodo groups, which affords versatility for further synthetic manipulations. Preliminary mechanistic experiments indicate that this tandem process involves two possible mechanistic pathways for the formation of quinazolines via catalytic carbopalladation of the cyano group.
- Hu, Kun,Zhen, Qianqian,Gong, Julin,Cheng, Tianxing,Qi, Linjun,Shao, Yinlin,Chen, Jiuxi
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supporting information
p. 3083 - 3087
(2018/05/28)
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- Ru(II)-Catalyzed C-H Activation and Annulation Reaction via Carbon-Carbon Triple Bond Cleavage
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An unprecedented Ru(II)-catalyzed C-H activation and annulation reaction, which proceeds via C-C triple bond cleavage, is reported. This reaction of 2-phenyldihydrophthalazinediones with alkynes, which works most efficiently in the presence of bidented ligand 1,3-bis(diphenylphosphino)propane, affords good yields of substituted quinazolines.
- Prakash, Rashmi,Bora, Bidisha R.,Boruah, Romesh C.,Gogoi, Sanjib
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p. 2297 - 2300
(2018/04/30)
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- Silver(II) oxide-mediated synthesis of 2,4-diarylquinazolines
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A single-pot procedure for the synthesis of 2,4-diarylquinazolines is described which involves a silver oxide-mediated C–H activation/C–N bond formation process. The generality of this method with respect to substituent effects is presented along with studies leading to process optimization. Mechanistic investigations provide support for the involvement of radical intermediates in the reaction process.
- Cheung, Wing,Patch, Raymond J.,Player, Mark R.
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p. 2368 - 2371
(2018/05/25)
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- Preparation of Quinazolines via a 2+2+2 Annulation from Aryldiazonium Salts and Nitriles
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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.
- Ramanathan, Mani,Liu, Shiuh-Tzung
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p. 8290 - 8295
(2017/08/14)
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- Transition Metal-Free Visible Light-Driven Photoredox Oxidative Annulation of Arylamidines
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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 %).
- Shen, Zi-Chao,Yang, Pan,Tang, Yu
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p. 309 - 317
(2016/01/15)
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- Synthesis of quinazolines via CuO nanoparticles catalyzed aerobic oxidative coupling of aromatic alcohols and amidines
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CuO nanoparticles were found to be efficient catalysts for the synthesis of quinazoline derivatives; twenty-four products were obtained with good to excellent yields via reaction of N-arylamidines and aromatic aldehydes or benzyl alcohol in air. Neither a
- Zhang, Wu,Guo, Fei,Wang, Fei,Zhao, Na,Liu, Liang,Li, Jia,Wang, Zhenghua
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p. 5752 - 5756
(2014/07/22)
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- Solvent/oxidant-switchable synthesis of multisubstituted quinazolines and benzimidazoles via metal-free selective oxidative annulation of arylamidines
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A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp3)-C(sp2) and C(sp 2)-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp3C-H/sp2C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.
- Lin, Jian-Ping,Zhang, Feng-Hua,Long, Ya-Qiu
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p. 2822 - 2825
(2014/06/23)
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- One-pot synthesis of quinazoline derivatives via [2+2+2] cascade annulation of diaryliodonium salts and two nitriles
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An efficient one-pot approach to multiple substituted quinazolines with diaryliodonium salt 1, and two nitriles 2 has been presented. The reaction enables great flexibility of the substitution patterns on quinazolines and is applicable to two different nitriles to give a regio-selective product.
- Su, Xiang,Chen, Chao,Wang, Yong,Chen, Junjie,Lou, Zhenbang,Li, Ming
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supporting information
p. 6752 - 6754
(2013/07/26)
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