Synthesis 2017; 49(18): 4321-4326
DOI: 10.1055/s-0036-1588181
paper
© Georg Thieme Verlag Stuttgart · New York

Sc(OTf)3-Catalyzed Oligomerization of Indole: One-Pot Synthesis of 2-[2,2-Bis(indol-3-yl)ethyl]anilines and 3-(Indolin-2-yl)indoles

Ganesh M. Shelke
Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India   Email: anilkumar@pilani.bits-pilani.ac.in
,
Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India   Email: anilkumar@pilani.bits-pilani.ac.in
› Author Affiliations
The authors are grateful to Council of Scientific and Industrial Research (CSIR), New Delhi for financial support [01(2214)/08/EMR-II] and GMS thanks CSIR for the award of a senior research fellowship.
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Publication History

Received: 11 May 2017

Accepted after revision: 12 May 2017

Publication Date:
01 August 2017 (online)


Abstract

Oligomerization of substituted indoles and N-methylindoles was investigated in the presence of catalytic amounts of scandium triflate in dichloromethane. Two types of indole oligomer, 2-[2,2-bis(indol-3-yl)ethyl]anilines and 3-(indolin-2-yl)indoles were obtained based on the substituent on indole ring. This study constitutes the first example of Sc(OTf)3-catalyzed oligomerization of indoles and gave good yield of 2-[2,2-bis(indol-3-yl)ethyl]anilines and 3-(indolin-2-yl)indoles.

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