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

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posted on 09.08.2016, 00:00 by Qun Cai, Deng-Kui Li, Rong-Rong Zhou, Shi-Yi Zhuang, Jin-Tian Ma, Yan-Dong Wu, An-Xin Wu
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-β-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.