A diastereoselective palladium-catalyzed dearomative formal (4 + 2) cycloaddition between vinyl benzoxazinanones and 3-nitroindoles has been developed. This reaction provides a concise route to tetrahydro-5 H-indolo[2,3-b ]quinolines in excellent yield (up to 94%) and diastereoselectivity (up to >98:2), with versatile functional handles including vinyl, nitro, and free NH groups.
Bibliographical noteFunding Information:
The authors thank the University of Wollongong and the Australian Research Council (DP180101332) for the generous funding for this research.AustralianResearchCouncil(DP180101332)UniversityofWollongong()
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- Pd catalysis
- vinyl benzoxazinanones