Gold‐Catalyzed Dual Annulation of Homopropargyl Alcohols with Nitrones: Synthesis of Tetrahydropyrano[4, 3‐b]indole Scaffolds. Issue 15 (23rd May 2019)

• Record Type: Journal Article
• Authors: Wei, Hanlin; Zhou, Su; Qiu, Lihua; Qian, Yu; Hu, Wenhao; Xu, Xinfang
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 15(2019)
• Page Start: 3569
• Page End: 3574
• Publication Date: 2019-05-23
• Subjects: Gold-Catalysis -- Alkyne Annulation -- Alkyne Oxoarylation -- Cascade Reaction; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201900426
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An unprecedented gold‐catalyzed dual annulation of homopropargyl alcohols with nitrones has been developed, which provides an effective access to the 1, 3, 4, 5‐tetrahydropyrano[4, 3‐ b ]indole derivatives in good to high yields. Mechanistically, this one‐pot three‐step cascade reaction is initiated by a gold‐catalyzed alkyne oxoarylation, followed by an intramolecular cyclodehydration and terminated with an intermolecular cyclization with aldehyde which is a leaving species in the early stage of this cascade process. Abstract :