Sonogashira coupling with aqueous ammonia directed to the synthesis of azotolane derivatives |
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Authors: | Mohamed S Mohamed Ahmed |
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Institution: | Chemical Resources Laboratory, Tokyo Institute of Technology, R1-4 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan |
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Abstract: | Sonogashira coupling with aqueous ammonia is tolerable for the reaction of aryl iodides or terminal alkynes bearing an azobenzene group. The reaction of (4-heptyloxyphenyl)ethyne with (4-heptyloxyphenyl)-(4-iodophenyl)diazene in the presence of 1 mol% of PdCl2(PPh3)2, 2 mol% of CuI, and 2 equiv of 0.5 M aqueous ammonia gives the corresponding azotolane in 87% isolated yield after stirring at room temperature for 15 h. |
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Keywords: | Azotolane Aqueous ammonia Sonogashira Palladium Terminal alkynes |
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