Tetrahedron

General synthesis of mono-, di-, and tri-acetylated indoles from indolin-2-ones

M Jha, TY Chou, B Blunt

Index: Jha, Mukund; Chou, Ting-Yi; Blunt, Brian Tetrahedron, 2011 , vol. 67, # 5 p. 982 - 989

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Citation Number: 16

Abstract

Having developed the one-pot triacetylation of indolin-3-ones, we have now devised a simple two-step reaction sequences to produce di-and mono-acetylated indoles from indolin- 2-ones. The indolin-2-ones were first subjected to acetylation in the presence of acetic anhydride and a catalytic amount of N, N-dimethylaminopyridine to give 2-acetoxy-1, 3- diacetylindoles. Subsequently, an enzyme-assisted deacetylation resulted in the ...