Zhou Yiming, Cai Wei, Huang You
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.
Org Lett. 2024 Aug 30;26(34):7212-7216. doi: 10.1021/acs.orglett.4c02639. Epub 2024 Aug 19.
A novel strategy for the catalyst-free domino cross-olefination and intramolecular cyclization of Morita-Baylis-Hillman carbonates with sulfur ylides has been established, resulting in the synthesis of 1,2-dihydroquinolines with a broad scope, excellent chemoselectivity, and high efficiency. Mechanistic experiments revealed the process of 1,1-dipole cross-olefination and highlighted the assistance of the amino group in achieving successful transformations.