A consecutive one-pot two-step approach to novel trifluoromethyl-substituted bis(indolyl)methane derivatives promoted by Sc(OTf)3 and p-TSA. Issue 52 (26th December 2019)

• Record Type: Journal Article
• Authors: Yuan, Xinxin; Wu, Lulu; Xu, Cuilian; Pan, Zhenliang; Shi, Lijun; Yang, Guoyu; Wang, Caixia; Fan, Sufang
• Is Part Of: Tetrahedron letters. Volume 60:Issue 52(2019)
• Publication Date: 2019-12-26
• Subjects: Trifluoromethyl-substituted bis(indolyl)methane -- Coumarin derivatives -- Synthesis -- One-pot; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.151329
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: An approach for trifluoromethyl-substituted bis(indolyl)methanes was developed. The methodology is a one-pot two-step process using Sc(OTf)3 and p -TSA as catalysts. A series of novel bis(indolyl)methanes were synthesized with up to 95% yield. Abstract: A one-pot two-step reaction of 3-(trifluoroacetyl)coumarin and indole afforded trifluoromethyl-substituted bis(indolyl)methane compounds containing coumarin skeleton. The atomic economic and simply manipulative reaction involved premier treatment of reaction mixtures with Sc(OTf)3, followed by p -TSA in one-pot process. The reaction proceeded to give the title compounds in high yields (up to 95% yield).