Direct C2‐Functionalization of Indoles Triggered by the Generation of Iminium Species from Indole and Sulfonium Salt. Issue 45 (20th July 2017)

• Record Type: Journal Article
• Authors: Tayu, Masanori; Nomura, Kazuya; Kawachi, Koki; Higuchi, Kazuhiro; Saito, Nozomi; Kawasaki, Tomomi
• Is Part Of: Chemistry. Volume 23:Issue 45(2017)
• Page Start: 10925
• Page End: 10930
• Publication Date: 2017-07-20
• Subjects: C−H functionalization -- iminium species -- indole -- sulfonium salt; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201702338
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: An indole core bearing a functional group on the C2 position is often found as a key structure in biologically active natural products and pharmaceuticals. Here, we report direct C2‐functionalization of indoles triggered by the formation of an iminium species generated from indole and a sulfonium reagent. The reaction proceeded under very mild conditions to give the corresponding C2‐substituted indole derivatives in good to high yields. Abstract : Pulling the trigger : Direct C2‐functionalization of indoles triggered by the formation of an iminium species generated from indole and a sulfonium salt is demonstrated. The reaction proceeded under very mild conditions to give the C2‐substituted indole derivatives in good to high yields.