56776-51-3Relevant academic research and scientific papers
Visible-light-induced intramolecular sp3 C-H oxidation of 2-alkyl-substituted benzamides for the synthesis of functionalized iminoisobenzofurans
Wu, Lingang,Hao, Yanan,Liu, Yuxiu,Wang, Qingmin
, p. 13908 - 13911 (2019)
We have developed a protocol for the synthesis of functionalized iminoisobenzofurans by means of visible-light-induced intramolecular cyclization reactions of 2-alkyl-substituted benzamides. This one step-economical protocol, which involves intramolecular sp3 C-O bond formation, features mild reaction conditions, exclusive chemoselectivity, and high yields.
Copper-catalyzed aerobic double functionalization of benzylic C(sp3)-H bonds for the synthesis of 3-hydroxyisoindolinones
Nozawa-Kumada, Kanako,Matsuzawa, Yuta,Ono, Kanako,Shigeno, Masanori,Kondo, Yoshinori
, p. 8604 - 8607 (2021/09/02)
A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance. This journal is
Method for synthesizing amide compound through photocatalysis in water phase
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Paragraph 0018-0032, (2019/10/01)
The invention discloses a method for synthesizing an amide compound through photocatalysis in a water phase. The method comprises the following steps: putting catalysis amounts of a free radical initiator, an amine derivative, a carboxylic acid derivative, a phase transfer catalyst, an inorganic base and water into a reaction container, carrying out a reaction in a photocatalysis reaction instrument at certain power under a room temperature condition, after a certain time, carrying out extraction by using a small amount of ethyl acetate, and carrying out recrystallization, so as to obtain theamide compound, wherein the free radical initiator is eosin, methyl orange, sodium persulfate, ammonium persulfate or potassium peroxodisulfate, the phase transfer catalyst is tetrabutylammonium bromide, and the power of the photocatalytic reaction instrument is 5W. By adopting the method disclosed by the invention, toxic thionyl chloride or phosphorus oxychloride is not needed for a chlorinationreaction, water is adopted as a solvent, a novel photocatalysis method is used, and the amide compound with a high yield can be prepared through a room-temperature reaction for 2-5 hours with an incandescent light bulb of 5W, and in addition, the method is simple in aftertreatment, and low in cost and is an ideal green synthesis method of amide compounds.
Decarbonylative cross coupling of phthalimides with diorganozinc reagents - Efforts toward catalysis
Deglopper, Kimberly S.,Fodor, Sarah K.,Endean, Thomas B.D.,Johnson, Jeffrey B.
supporting information, p. 393 - 398 (2016/07/06)
The decarbonylative coupling of phthalimides with diorganozinc reagents to form o-substituted benzamides has been previously demonstrated as a viable process, but only with stoichiometric nickel(0). Investigations into a number of reaction variables, incl
Copper-Catalyzed sp3 C-H Aminative Cyclization of 2-Alkyl-N-arylbenzamides: An Approach for the Synthesis of N-Aryl-isoindolinones
Nozawa-Kumada, Kanako,Kadokawa, Jun,Kameyama, Takehiro,Kondo, Yoshinori
supporting information, p. 4479 - 4481 (2015/09/28)
The synthesis of isoindolinones via copper-catalyzed sp3 C-H functionalization of 2-alkyl-N-substituted benzamides is described. This process does not require the preparation of halogenated substitutes, expensive transition metals, or toxic Sn or CO gas. This method provides an efficient approach to generate various functionalized isoindolinones.
Cobalt-catalyzed coupling of alkyl grignard reagent with benzamide and 2-phenylpyridine derivatives through directed C-H bond activation under air
Chen, Quan,Ilies, Laurean,Yoshikai, Naohiko,Nakamura, Eiichi
supporting information; experimental part, p. 3232 - 3234 (2011/08/22)
Aromatic carboxamides and 2-phenylpyridine derivatives can be ortho-alkylated with Grignard reagents in the presence of a cobalt catalyst and DMPU as a ligand. The reaction proceeds smoothly at room temperature, using air as the sole oxidant. The dialkyla
Nickel-mediated decarbonylative cross-coupling of phthalimides with in situ generated diorganozinc reagents
Havlik, Sarah E.,Simmons, Jessica M.,Winton, Valerie J.,Johnson, Jeffrey B.
experimental part, p. 3588 - 3593 (2011/06/26)
The nickel-mediated cross-coupling of phthalimides with diorganozinc reagents proceeds via a decarbonylative process to produce ortho-substituted benzamides in high yields. In addition to tolerating diverse phthalimide functionality, including alkyl, aryl
Nickel catalyzed tellurium-zinc exchange reactions. A new preparation of arylzinc reagents
Stuedemann, Thomas,Gupta, Vijay,Engman, Lars,Knochel, Paul
, p. 1005 - 1008 (2007/10/03)
Diaryltellurides 2 and diarylditellurides 3 undergo a smooth tellurium-zine exchange reaction in the presence of catalytic amounts of Ni(acac)2 (5-10 mmol %) leading to arylzinc derivatives 1. The reaction can be extended to the preparation of alkylzinc compounds and allows a stereoselective cyclization to a 2,4-disubstituted tetrahydrofuran by a radical ring closure of an unsaturated telluride.
Facile and Effective Synthesis of Unusually Substituted Aromatic N-Phenylamides
Kobs, Uwe,Neumann, Wilhelm P.
, p. 2191 - 2194 (2007/10/02)
A mild and effective new method for the preparation of a variety of arylamides 3a-i as well as heterocyclic 5a, b and 6 and olefinic amides 7, 9 is described.The reaction of trialkylstannyl-substituted aromatic, heterocyclic or vinylic hydrocarbons with aryl isocyanates in the presence of aluminium trichloride provides the corresponding N-aryl-substituted amides in good to excellent yields.The stannyl group serves as a powerful leaving group superior to hydrogen by several powers of ten which allows, via ipso substitution, to obtain isomer patterns not accessible by normal electrophilic substitution reactions, e. g. substitution in meta position with respect to a methoxy group.
