Facile Access to Multiaryl-1 H-pyrrol-2(3 H)-ones by Copper/TEMPO-Mediated Cascade Annulation of Diarylethanones with Primary Amines and Mechanistic Insight.
- Resource Type
- Article
- Authors
- Wang, Xing; Zhang, Chen‐Yang; Tu, Hai‐Yang; Zhang, Ai‐Dong
- Source
- European Journal of Organic Chemistry. Nov2016, Vol. 2016 Issue 31, p5243-5247. 5p.
- Subject
- *PYRROLINONES
*ANNULATION
*AMINES
*COPPER catalysts
*QUATERNARY structure
*LACTAMS
- Language
- ISSN
- 1434-193X
A straightforward approach to an array of multiaryl-1 H-pyrrol-2(3 H)-ones featuring an α-diarylated all-carbon quaternary center was developed by using diarylethanones and primary amines as the raw materials. A complete mechanism involving a CuO/TEMPO-mediated multistep cascade process with an inherent delicate balance of substituent electronic effect is proposed. Moreover, this class of multiaryl β,γ-unsaturated γ-lactams demonstrates an intriguing aggregation-induced emission effect valuable for potential application in developing luminescent materials. [ABSTRACT FROM AUTHOR]