AI Article Synopsis
- A new method has been developed for catalyst-free reactions that combine Morita-Baylis-Hillman carbonates with sulfur ylides, leading to the creation of 1,2-dihydroquinolines.
- This process showcases a wide range of applicable compounds, high selectivity for different chemical groups, and overall efficiency in synthesis.
- Mechanistic studies indicate that the reaction involves a unique 1,1-dipole cross-olefination and that the amino group plays a crucial role in facilitating these transformations.
Article Abstract
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.
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| http://dx.doi.org/10.1021/acs.orglett.4c02639 | DOI Listing |
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