Abstract
In this paper, the organocatalytic asymmetric 1,4-Michael addition reaction of azadienes and α-thiocyanoindanones was investigated. A series of chiral benzofuran compounds containing thiocyano group and quaternary carbon center were synthesized in moderate yields with good enantioselectivities (up to 90:10 er) and high diastereoselectivities (up to >95:5 dr). This is the first case of 1,4-Michael addition reaction using α-thiocyanoindanones to obtain a series of chiral thio-cyano compounds and further broaden the scope of application of azadiene substrates. In addition, a possible reaction mechanism is also described in the article.
Original language | English |
---|---|
Article number | 5146 |
Journal | Molecules |
Volume | 26 |
Issue number | 17 |
DOIs | |
Publication status | Published - 1 Sept 2021 |
Keywords
- 1,4-Michael addition
- Asymmetric catalysis
- Azadiene
- Benzofuran
- Organocatalysis
Fingerprint
Dive into the research topics of 'Asymmetric 1,4-michael addition reaction of azadienes with α-thiocyanoindanones catalyzed by bifunctional chiral squaramide'. Together they form a unique fingerprint.Cite this
Dong, X. Y., & Du, D. M. (2021). Asymmetric 1,4-michael addition reaction of azadienes with α-thiocyanoindanones catalyzed by bifunctional chiral squaramide. Molecules, 26(17), Article 5146. https://doi.org/10.3390/molecules26175146