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Synthesis of 2,3-dihydropyrroles by photo rearrangement of Hantzsch 1,4-dihydropyridines with high diastereoselectivity
Authors:Qidi Zhong  Qiangwen Fan  Hong Yan
Institution:College of Life Science and Bio-engineering, Beijing University of Technology, Beijing 100124, PR China
Abstract:The Hantzsch 1,4-dihydropyridines were found to be transforming to the 2,3-dihydropyrroles by photo rearrangement with air under irradiation of LED light (410 nm) with high diastereoselectivity (dr > 20:1). This reaction includes tandem photo oxidation/rearrangement. The 2,3-dihydropyrroles were obtained in moderate yields with successfully one-pot process starting from aldehydes, ammonium acetate and ethyl acetoacetate.
Keywords:2  3-Dihydropyrroles  Photo rearrangement  One-pot  Diastereoselectivity
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