Enantioselective synthesis of C3 substituted benzofuroindolines via catalytic asymmetric [3 + 2] cyclization of 3-substituted indoles with p-benzoquinones. (20th July 2021)

• Record Type: Journal Article
• Authors: Lu, Zhen-yu; Lan, Wei-qiao; Liu, Fang-yi; Wang, Jun-yi; Zhang, Xiao-mei; Liao, Li-hua
• Is Part Of: Tetrahedron letters. Volume 76(2021)
• Publication Date: 2021-07-20
• Subjects: Enantioselectivity -- Asymmetric synthesis -- Indole -- p-Benzoquinone -- Chiral phosphoric acid; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153233
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: An enantioselective [3 + 2] cyclization of 3-substituted indoles with p- benzoquinones were developed. Variou C3 substituted benzofuroindolines compounds were obtained. The chiral phosphoric acid were applied for catalyzed asymmetric of p- benzoquinones. Abstract: An efficient catalytic asymmetric [3 + 2] cyclization of 3-substituted indoles with p- benzoquinones has been realized using a binol-chiral phosphoric acid. A large variety of C3 substituted benzofuroindolines compounds were achieved in moderate to high yields (up to 91% yield) and excellent enantioselectivities (up to 94% ee).