Acid-Catalyzed Multicomponent Tandem Double Cyclization: A One-pot, Metal-free Route to Synthesize Polyfunctional 4,9-Dihydropyrrolo[2,1-b]quinazolines

作者：Cai, Qun; Li, Deng-Kui; Zhou, Rong-Rong; Zhuang, Shi-Yi; Ma, Jin-Tian; Wu, Yan-Dong^*; Wu, An-Xin^*

来源：Journal of Organic Chemistry, 2016, 81(17): 8104-8111.

DOI：10.1021/acs.joc.6b01660

• MEOTF-INDUCED CARBOANNULATION
• REGIOSELECTIVE SYNTHESIS
• OXIDATIVE CYCLIZATION
• CASCADE REACTIONS
• MICHAEL REACTION
• BOND-CLEAVAGE
• DERIVATIVES
• EFFICIENT
• HETEROCYCLES
• 1,6-ENYNES

An acid-catalyzed multicomponent tandem double cyclization protocol has been developed for the synthesis of polyfunctional 4,9-dihydropyrrolo[2,1-b]quinazolines from simple and readily available arylglyoxal monohydrates, 2-aminobenzylamine, and trans-beta-nitrostyrenes. This practical and metal-free reaction proceeds through an imine formation/cyclization/Michael addition/Henry cyclization protocol, resulting in the construction of four new bonds and two ring moieties directly in one pot.

• 出版日期2016-9-2
• 单位华中师范大学