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- Title
DBU Promoted Polysubstituted Arene Formation via a Michael Addition/Cyclization/Elimination Cascade Reaction.
- Authors
Bai, Guishun; Yang, Yang; Wang, Xingyue; Wu, Jiamin; Wang, Hong; Ye, Xinyi; Bao, Xiaoze
- Abstract
The straightforward construction of polysubstituted arenes is essential in both synthetic chemistry and medicinal chemistry. Herein, we reported a DBU promoted Michael addition/cyclization/elimination cascade reaction between vinylogous malononitrile derivatives and chlorinated nitrostyrenes for the synthesis of polysubstituted arenes. The method features mild reaction conditions, wide substrate scope and high yield. Interestingly, preliminary study of the enantioselective version of this cascade was conducted to give chiral biaryl atropisomers with up to 40% ee through center-to-axial chirality transfer strategy.
- Subjects
ELIMINATION reactions; RING formation (Chemistry); PHARMACEUTICAL chemistry; ATROPISOMERS; CHIRALITY element
- Publication
Molecules, 2022, Vol 27, Issue 23, p8167
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules27238167