FeCl3‐Mediated Three‐Component Cascade Reaction: An Effective Approach to the Construction of Highly Functionalized Pyrrolo[1,2‐c]quinazolinones |
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| Authors: | Hu‐Fei Zheng Dr Zhi‐Hua Yu Wei Yuan Prof Dr Zi‐Long Tang John Clough Yu‐Cheng Gu Prof Dr De‐Qing Shi |
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| Institution: | 1. Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079 (P.R. China);2. College of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan 411201 (P.R. China);3. Syngenta Jealott's Hill International Research Centre, Bracknell, Berkshire RG42 6EY (UK) |
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| Abstract: | An unexpected FeCl3‐mediated three‐component cascade reaction has been used to construct structurally diverse pyrrolo1,2‐c]quinazolinone derivatives with potential biological activities. This method has advantages of mild conditions, simple work‐up, as well as wide substrate scope, which makes it a powerful approach to the synthesis of diverse pyrrolo1,2‐c]quinazolinones. This cascade reaction involves 1,3‐dipolar cycloaddition between azomethine ylides and allenoates, followed by intramolecular nucleophilic addition in the presence of FeCl3. The obtained products could be easily transformed into derivatives with the pyrrolo2,3‐c]quinazoline alkaloid skeleton. |
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| Keywords: | domino reactions allenes azo compounds iron fused‐ring systems |
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