Diversity-Oriented Synthesis of beta-Lactams and gamma-Lactams by Post-Ugi Nucleophilic Cyclization: Lewis Acids as Regioselective Switch

作者：Li Zhenghua; Sharma Upendra Kumar; Liu Zhen; Sharma Nandini; Harvey Jeremy N; Van der Eycken Erik V^*

来源：European Journal of Organic Chemistry, 2015, 2015(18): 3957-3962.

DOI：10.1002/ejoc.201500270

• Multicomponent reactions
• Nucleophilic cyclization
• Regioselectivity
• Lewis acids
• Lactams

Heterocyclic fused -methylene -lactams were successfully synthesized by a post-Ugi In-III-catalyzed intramolecular addition reaction. Switching from InCl3 to AlCl3 led to the regioselective synthesis of ,-unsaturated -lactams. Moreover, replacing terminal alkynes by substituted alkynes in the Ugi adducts resulted in the exclusive formation of -lactams with both catalytic systems.

• 出版日期2015-6