Synthesis 2006(24): 4121-4123  
DOI: 10.1055/s-2006-950373
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Bismuth(III) Triflate Catalyzed Condensation of Isatin with Indoles and Pyrroles­: A Facile Synthesis of 3,3-Diindolyl- and 3,3-Dipyrrolyl Oxindoles

Jhillu S. Yadav*, Basireddy V. SubbaReddy, Kamakolanu Uma Gayathri, Syeda Meraj, Attaluri R. Prasad
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: 91(40)7160387; e-Mail: yadavpub@iict.res.in;
Further Information

Publication History

Received 10 March 2006
Publication Date:
21 November 2006 (online)

Abstract

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 3,3-di(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.