1726-15-4Relevant academic research and scientific papers
A convenient synthesis of 2-alkyl-3-aryl-2,3-dihydro-1H-isoindol-1-ones by the reaction of N-alkyl-N-[(2-bromophenyl)methyl]benzamides with butyllithium
Kobayashi, Kazuhiro,Chikazawa, Yuuki
, p. 5100 - 5105 (2016)
An unprecedented and convenient synthetic approach to 2,3-dihydro-1H-isoindol-1-one (isoindolinone) derivatives has been developed. The key and final step of the method is the reaction of N-alkyl-N-(o-bromobenzyl)benzamides with butyllithium in THF at ?78
Base-promoted cascade C-C coupling/N-α-sp3C-H hydroxylation for the regiospecific synthesis of 3-hydroxyisoindolinones
Shen, Jinhai,You, Qihua,Fu, Qi,Kuai, Changsheng,Huang, Huabin,Zhao, Li,Zhuang, Zhixia
supporting information, p. 5170 - 5173 (2017/11/06)
A base-promoted cascade reaction for the regiospecific synthesis of substituted 3-hydroxyisoindolinones under transition-metal-free conditions is developed. The base-mediated C-C bond coupling and N-α-sp3C-H bond hydroxylation are involved in t
Copper-catalyzed C(sp3)-oh cleavage with concomitant c-c coupling: Synthesis of 3-substituted isoindolinones
Rao, H. Surya Prakash,Rao, A. Veera Bhadra
, p. 1506 - 1516 (2015/02/19)
Copper(II) trifluoromethanesulfonate (Cu(OTf)2) efficiently catalyzes the C-C coupling of 3-hydoxyisoindolinones with a variety of aryl-, heteroaryl-, and alkenylboronic acids to furnish C(3) aryl-, heteroaryl-, and alkenyl-substituted isoindolinones. The coupling reactions work smoothly in 1,2-dicholoroethane (DCE) reflux, to effect both inter- and intramolecular versions. This is the first report on C(sp3)-OH cleavage with concomitant C-C coupling. The photolabile 2-nitrobenzyl protecting group is most appropriate for promotion of the coupling reaction and for deprotection. The tetracyclic ring motif of the alkaloid neuvamine was prepared by applying the newly developed copper-catalyzed C-C coupling.
Hydrogenolysis of the C-O bond of hydroxylactams as a convenient method for the synthesis of substituted isoindolin-1-ones
Sagirova,Starodubtseva,Turova,Vinogradov
, p. 1032 - 1037 (2014/03/21)
A simple and efficient method for the synthesis of isoindolin-1-ones containing alkyl or aryl substituents at positions 2 and (or) 3 was suggested. The method is based on the earlier unknown Pd0-catalyzed hydrogenolysis of hydroxylactams.
Iodine/water-mediated oxidation of o-alkynylaroyl compounds and application of the products of oxidation in the synthesis of nitrogen heterocycles
Sakthivel, Karuppusamy,Srinivasan, Kannupal
, p. 3386 - 3396 (2013/06/27)
A facile iodine/water-mediated oxidation of the triple bond of o-alkynylaroyl compounds to furnish tricarbonyl compounds is reported. The reaction proceeds through the formation of isochromenol intermediates by the assistance of the neighbouring aroyl gro
N-Capping of primary amines with 2-Acylbenzaldehydes to give isoindolinones
Augner, Daniel,Gerbino, Dario C.,Slavov, Nikolay,Neudoerfl, Joerg-Martin,Schmalz, Hans-Guenther
supporting information; experimental part, p. 5374 - 5377 (2011/12/03)
A unique reactivity pattern, first observed in the conversion of the marine natural product pestalone into pestalachloride A, was investigated. It was shown that 2-formyl-arylketones smoothly react with ammonia and primary amines, respectively, under mild
Synthesis of 5-alkyl- and 5-aryl-1,5-dihydro-2H-pyrrol-2-ones via coupling of 5-chloro-1,5-dihydro-2H-pyrrol-2-ones with organometallic compounds
Nikitin,Andryukhova
, p. 1285 - 1288 (2007/10/03)
5-Chloro-1,5-dihydro-2H-pyrrol-2-ones are easily alkylated at the 5-position by organomagnesium or organozinc compounds and diethyl sodiomalonate leading to corresponding 5-alkyl-1,5-dihydro-2H-pyrrol-2-ones in high yields.
