4770-26-7Relevant academic research and scientific papers
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
supporting information, 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
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
Nickel-catalyzed direct addition of diorganozinc reagents to phthalimides: Selective formation of gamma-hydroxylactams
Dennis, Joseph M.,Calyore, Catherine M.,Sjoholm, Jessica S.,Lutz, J. Patrick,Gair, Joseph J.,Johnson, Jeffrey B.
supporting information, p. 2567 - 2570 (2013/12/04)
The nickel-catalyzed addition of diorganozinc reagents to phthalimides proceeds with excellent selectivity to provide 3-substituted-3- hydroxyisoindolin-1-one products. These 3-hydroxy-γ-lactams are produced cleanly in high yield with numerous examples of imide substitution and a broad range of diorganozinc reagents that are prepared and utilized without purification. Georg Thieme Verlag Stuttgart · New York.
The photodecarboxylative addition of carboxylates to phthalimides: Scope and limitations
Oelgemoeller, Michael,Cygon, Peter,Lex, Johann,Griesbeck, Axel G.
, p. 669 - 684 (2007/10/03)
Intermolecular photoinduced decarboxylative additions of a series of alkylcarboxylates to N-substituted phthalimides gave the corresponding hydroxyphthalimidines in moderate to high yields of 39-89%. The potassium salt of 1-adamantanecarboxylic acid predominately underwent simple decarboxylation when irradiated in the presence of N-methylphthalimide. In case of phthalimides carrying suitable leaving groups within the N-side chain, decarboxylation, retro-Aldol cleavage or decarbonylation preceded the intermolecular addition step.
Photodecarboxylative addition of carboxylates and ct-keto carboxylates to phthalimides
Griesbeck, Axel G.,Oelgem?ller, Michael
, p. 492 - 494 (2007/10/03)
Intermolecular photoinduced decarboxylative additions of formate and a series of alkyl carboxylates as well as a-keto carboxylates to N-substituted phthalimides la-c and N-phthaloyl amino acid esters 3a-i gave hydroxy phthalimidines 2a-2j, 6a, b, 9 and hydroxy phthalimidine methyl esters 4a-4i in moderate to high yields. Only in one case (adamantane derivative 10) imide-catalyzed decarboxylation to give the corresponding hydrocarbon was observed. Thieme Stuttgart-.
