Palladium-catalysed stereoselective [3 + 2] annulation of vinylethylene carbonates and tryptanthrin-based ketones
Literature Information
Publication Date
2021-11-22
DOI
10.1039/D1QO01543E
Impact Factor
5.281
Authors
Qing-Zhu Li, Jun-Long Li, Bin Zhang, Zhen Dai, Ke Xie, Rong Zeng, Liang Zou, Xiang Zhang
View Original
Abstract
The palladium-catalysed [3 + 2] annulation of vinylethylene carbonates (VECs) and ketones remains challenging in organic synthesis. Herein, we successfully achieved the [3 + 2] annulation of tryptanthrin-based ketones and VECs for the efficient synthesis of indoloquinazolinone derivatives with generally excellent yields and good diastereoselectivity. Notably, the asymmetric version of this [3 + 2] annulation can also be achieved by using a chiral spiroketal-based diphosphine ligand. In addition, preliminary biological studies reveal that some of the products exhibit promising antibacterial activity.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
5,7,8'-Trihydroxy-2',2'-dimethyl-2'H,4H-3,6'-bichromen-4-one
CAS Number:
129280-33-7
Molecular Formula:
C20H16O6
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