Highly stereoselective synthesis of (Z)-3-methoxy-1-methyleneisoindoles via DMAP catalyzed cyclization of methyl 2-alkynylbenzimidates |
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Authors: | Tuanli Yao Xiujuan Liang Zhen Guo Dong Yang |
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Affiliation: | 1. College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi''an, 710021, China;2. Shaaxi Key Laboratory of Chemical Additives for Industry, Shaanxi University of Science and Technology, Xi''an, 710021, China |
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Abstract: | A DMAP (4-dimethylaminopyridine) catalyzed cyclization of methyl 2-alkynylbenzimidates has been developed, which affords 3-methoxy-1-methyleneisoindoles with excellent Z-stereoselectivity under mild and transition-metal-free conditions. The (Z)-3-methoxy-1-methyleneisoindole products can be converted to corresponding 3-amino-1-methyleneisoindoles, 3-methoxy-isoindoles, 3-methyleneisoindolinones and isoindolinones with high efficiency. |
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Keywords: | Corresponding author. College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi'an, 710021, China. Cyclization Metal-free 2-Alkynylbenzimidates 3-Methoxy-1-methyleneisoindoles |
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