Base-mediated reaction of vinyl bromides with aryl azides: one-pot synthesis of 1,5-disubstituted 1,2,3-triazoles |
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Authors: | Luyong Wu Yuxue Chen Jianheng Luo Qi Sun Mingsheng Peng Qiang Lin |
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Affiliation: | 1. College of Chemistry and Chemical Engineering, Hainan Normal University, No. 99, Longkun South Road, Haikou 571158, PR China;2. Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University, No. 99, Longkun South Road, Haikou 571158, PR China |
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Abstract: | A one-pot base-mediated reaction of azides and β- or α-vinyl bromides has been reported. The effects of bases and solvents have been investigated in the process. A variety of 1,5-disubstituted triazoles were prepared in low to good yields. Further studies reveal that the corresponding alkynes were produced as intermediates via elimination reaction. Under the same reaction conditions, the reactions of alkyl alkynes with phenyl azide would give 1,5-disubstituted 1,2,3-triazoles. |
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Keywords: | 1,2,3-Triazole Vinyl bromide Azide KOtBu One-pot reaction |
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