Brønsted acid catalyzed Diels–Alder reactions of 2-vinylindoles and 3-nitrocoumarins: an expedient synthesis of coumarin-fused tetrahydrocarbazoles
- Resource Type
- Article
- Authors
- Tan, Fen; Li, Fang; Zhang, Xiao-Xiao; Wang, Xu-Fan; Cheng, Hong-Gang; Chen, Jia-Rong; Xiao, Wen-Jing
- Source
- Tetrahedron. Jan2011, Vol. 67 Issue 2, p446-451. 6p.
- Subject
- *DIELS-Alder reaction
*ORGANIC synthesis
*POLYCYCLIC compounds
*CATALYSIS
*INDOLE
*CARBAZOLE
*COUMARINS
*CHEMICAL reactions
- Language
- ISSN
- 0040-4020
Abstract: A Brønsted acid catalyzed Diels–Alder reaction of 2-vinylindoles and 3-nitrocoumarins has been described. The methodology allows a rapid and expedient synthesis of a variety of coumarin-fused polycyclic indoles in good yields (up to 82%) with high diastereoselectivities (up to >19:1). [Copyright &y& Elsevier]