1232167-35-9Relevant academic research and scientific papers
Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp2 C-H and sp3 C-H bonds
Kumar, Nivesh,Ghosh, Santanu,Bhunia, Subhajit,Bisai, Alakesh
supporting information, p. 1153 - 1169 (2016/07/06)
The synthesis of a variety of 2-oxindoles bearing an all-carbon quaternary center at the pseudo benzylic position has been achieved via a 'transition-metal-free' intramolecular dehydrogenative coupling (IDC). The construction of 2-oxindole moieties was carried out through formation of carbon-carbon bonds using KOt-Bu-catalyzed one pot C-alkylation of β-N-arylamido esters with alkyl halides followed by a dehydrogenative coupling. Experimental evidences indicated toward a radical-mediated path for this reaction.
Intramolecular dehydrogenative coupling of sp2 C-H and sp 3 C-H bonds: An expeditious route to 2-oxindoles
Ghosh, Santanu,De, Subhadip,Kakde, Badrinath N.,Bhunia, Subhajit,Adhikary, Amit,Bisai, Alakesh
supporting information, p. 5864 - 5867 (2013/02/22)
An intramolecular-dehydrogenative-coupling (IDC) using "transition- metal-free" oxidation conditions has been achieved to synthesize a variety of 2-oxindoles bearing an all-carbon quaternary stereogenic center at the benzylic position. The methodology involves a one-pot C-alkylation of β-N-arylamido esters (3, 6) with alkyl halides using potassium tert-butoxide concomitant with a dehydrogenative coupling. A radical-mediated pathway has been tentatively proposed for the oxidative process.
Preparation of 3-alkyl-oxindoles by copper(II)-mediated C-H, Ar-H coupling followed by decarboxyalkylation
Pugh, David. S.,Klein, Johannes E. M. N.,Perry, Alexis,Taylor, Richard J. K.
experimental part, p. 934 - 938 (2010/07/16)
A novel route for the conversion of anilides into 3-alkyl-oxindoles is described in which a copper(II)-mediated cyclization process is followed by an acid-mediated decarboxyalkylation. Scope and limitation studies are reported together with a telescoped variant which incorporates in situ N-deprotection. Georg Thieme Verlag Stuttgart - New York.
