Synthesis of 3-halo-2,5-disubstituted furans via CuX mediated cyclization-halogenation reactions |
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Authors: | Arife YaziciStephen G Pyne |
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Institution: | School of Chemistry, University of Wollongong, New South Wales 2522, Australia |
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Abstract: | The Cu(I) halide (X = I, Br, Cl) mediated reactions of Cbz-protected cis-2-phenylethenyl-3-hydroxypyrrolidine gave novel 3-halo-2,5-trisubstituted furans in good yields, via a cyclization-halogenation, ring-opening reaction sequence. In contrast, the reactions with CuCN gave mainly the corresponding 3-cyanofuro3,2-b]pyrrole formed from a cyclization-cyanation reaction. |
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Keywords: | Cyclization-halogenation Cyclization-cyanation Cu(I) salts 2 3 5-Trisubstituted furans |
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