Yanada, Reiko; Obika, Shingo; Kobayashi, Yusuke; Inokuma, Tsubasa; Oyama, Munetaka; Yanada, Kazuo; Takemoto, Yoshiji published the artcile< Stereoselective synthesis of 3-alkylideneoxindoles using tandem indium-mediated carbometallation and palladium-catalyzed cross-coupling reactions>, Application In Synthesis of 112-63-0, the main research area is iodophenylalkynamide preparation stereoselective radical cyclization; alkynamide iodophenyl preparation stereoselective radical cyclization; alkylideneoxindole stereoselective synthesis; tandem indium carbometalation palladium catalyzed cross coupling alkylideneoxindole synthesis; oxidative radical debenzylation benzylamide; vinylindium intermediate indium mediated carbometalation iodophenylalkynamide; tamoxifen oxindole analog stereoselective synthesis.
The 1st efficient methods for the stereoselective synthesis of various (E)-, (Z)-, and disubstituted 3-alkylideneoxindoles (e.g. (Z)-3-(4-Methylbenzylidene)-1-benzylindolin-2-one) via radical cyclization reactions of N-(2-iodophenyl)alkynamides were studied using tandem In-mediated carbometalation and Pd-catalyzed cross-coupling reactions. The proper combination of substrates and reaction conditions is important for good yields. The key step is the 1st stereoselective carboindation reaction using the strong coordination ability of an In cation to the amide carbonyl O. The authors applied this method to the synthesis of TMC-95A precursor (E)-4-[(1-benzyl-2-oxo-1,2-dihydroindol-3-ylidene)methyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-Bu ester. A new N-debenzylation method with N-hydroxyphthalimide-O2-Co(OAc)2-Mn(OAc)2 was also developed using a 1-electron oxidation procedure.
Advanced Synthesis & Catalysis published new progress about Carbometalation (stereoselective). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Application In Synthesis of 112-63-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics