Organocatalytic cascade nucleophilic/aza-Michael addition reactions: metal-free catalytic strategy for the synthesis of hydantoins

Lei Xie; Lei Sun; Ping Wu; Zhaoxue Wang; Chenyi Zhao; Lingang Wu; Xiaojing Li; Zhenzhen Gao; Wanxing Liu; Shao-zhen Nie

doi:10.1039/D2OB01825J

Organocatalytic cascade nucleophilic/aza-Michael addition reactions: metal-free catalytic strategy for the synthesis of hydantoins†

Lei Xie,

*^a Lei Sun,^a Ping Wu,^a Zhaoxue Wang,^a Chenyi Zhao,^a Lingang Wu,

*^a Xiaojing Li,

^a Zhenzhen Gao,

^a Wanxing Liu*^b and Shao-zhen Nie*^a

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* Corresponding authors

^a Address here. School of Pharmaceutical Sciences, College of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, Shandong, P. R. China
E-mail: xieleilcu.edu.cn, nieshaozhen@163.com, wulingang@lcu.edu.cn

^b The Non-Public Enterprise Service Center of Liaocheng, Liaocheng 252000, Shandong, P. R. China
E-mail: lcjghc@126.com

Abstract

Lewis base-catalyzed cascade nucleophilic/aza-Michael addition reaction of N-alkoxy β-oxo-acrylamides with isocyanates has been developed to afford various highly functionalized hydantoin derivatives in 80–98% yields under mild reaction conditions. The intriguing features of this method include metal-free reaction conditions, low catalyst loading, broad substrate scope and short reaction time.

Organic & Biomolecular Chemistry

Organocatalytic cascade nucleophilic/aza-Michael addition reactions: metal-free catalytic strategy for the synthesis of hydantoins†

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Organocatalytic cascade nucleophilic/aza-Michael addition reactions: metal-free catalytic strategy for the synthesis of hydantoins

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