4.5 Article

Bismuth(III) triflate catalyzed condensation of isatin with indoles and pyrroles: A facile synthesis of 3,3-diindolyl- and 3,3-dipyrrolyl oxindoles

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 24, Pages 4121-4123

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2006-950373

Keywords

bismuth; Bi(OTf)(3); oxindoles; 3,3-diindolyl oxindoles; 3,3-dipyrrolyl oxindoles

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Indoles and pyrroles undergo a rapid condensation with isatin in the presence of 2 mol% of Bi(OTf)(3), under mild reaction conditions, to afford the corresponding 3,3-di(3-indolyl)- and 3,3di(2-pyrroryl)oxindoles in excellent yields and high regioselectivity. This method is ideal for the direct introduction of indoles and pyrroles onto an isatin moiety at the 3-position.

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