Regioselective Hydroarylation Reactions of C3 Electrophilic N??Acetylindoles Activated by FeCl3: An Entry to 3??(Hetero) arylindolines

…, R Guillot, C Kouklovsky, G Vincent

Index: Beaud, Rodolphe; Guillot, Regis; Kouklovsky, Cyrille; Vincent, Guillaume Chemistry - A European Journal, 2014 , vol. 20, # 24 p. 7492 - 7500

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Citation Number: 16

Abstract

Abstract A method for the direct and rare umpolung of the 3 position of indoles is reported. The activation of N-acetylindole with iron (III) chloride allows the C [BOND] H addition of aromatic and heteroaromatic substrates to the C2 [DOUBLE BOND] C3 double bond of the indole nucleus to generate a quaternary center at C3 and leads regioselectively to 3- arylindolines. Optimization, scope (50 examples), practicability (gram scale, air ...

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