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ChemicalBook CAS DataBase List Isatin

Isatin synthesis

12synthesis methods
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Yield:91-56-5 94%

Reaction Conditions:

with 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;[bis(acetoxy)iodo]benzene;oxygen in acetonitrile at 20; for 2 h;Reagent/catalyst;Solvent;

Steps:

Typical procedure:

General procedure: An oven-dried flask was charged with stir bar, oxindole (0.5 mmol), PIDA (0.25 mmol) in dry acetonitrile (4.0 mL). Then to the reaction mixture TEMPO (0.5 mmol) was added in presence of air and the mixture was stirred at room temperature until complete conversion takes place as indicated by TLC analysis. The resulting reaction mixture was extracted with ethyl acetate (3 10 mL). The combined organics were dried with Na2SO4 and dried under vacuum to afford crude solid. Then the crude product was purified by column chromatography on silica gel.

References:

Sai Prathima, Parvathaneni;Bikshapathi, Raktani;Rao, Vaidya Jayathirtha [Tetrahedron Letters,2015,vol. 56,# 46,p. 6385 - 6388]

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