Synthesis of phenylacetylene containing 1,2,3-triazole group
摘要:
Bromination of ( E )-1-[4-(2-carboxy-vinyl)phenyl]-[1,2,3]triazole-4-carboxylic acid ethyl ester, which was synthesized in 90% yield by a Huisgen-type [3+2]-cycloaddition reaction between 3-(4-azidophenyl) acrylic acid and ethyl propiolate, in CHCl 3 followed by a debrominative decarboxylation reaction with Et 3 N in DMF under microwave irradiation condition afforded stereoselective ( Z )-1-(4-(2-bromovinyl)phenyl)-1,2,3-triazole-4-carboxylic acid ethyl ester in 94% yield. Treatment of ( Z )-1-(4-(2-bromovinyl)phenyl)-1,2,3-triazole-4-carboxylic acid ethyl ester with EtONa in DMF afforded 1-(4-ethynylphenyl)-1,2,3-triazole-4-carboxylic acid ethyl ester in a yield of 90%.
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DOI:
10.1007/s11164-009-0065-1
被引量:
年份:
2009
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