Palladium-catalysed stereoselective [3 + 2] annulation of vinylethylene carbonates and tryptanthrin-based ketones

文献情報

出版日 2021-11-22

DOI 10.1039/D1QO01543E

インパクトファクター 5.281

著者

Qing-Zhu Li, Jun-Long Li, Bin Zhang, Zhen Dai, Ke Xie, Rong Zeng, Liang Zou, Xiang Zhang

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要旨

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.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 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

Palladium-catalysed stereoselective [3 + 2] annulation of vinylethylene carbonates and tryptanthrin-based ketones

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