A novel one-pot synthesis of hydroximoyl chlorides and 2-isoxazolines using N-tert-butyl-N-chlorocyanamide |
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Authors: | Vinod Kumar |
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Affiliation: | Process Technology Development Division, Defence R&D Establishment, Jhansi Road, Gwalior 474002, MP, India |
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Abstract: | Treatment of aldoximes with N-tert-butyl-N-chlorocyanamide gave hydroximoyl chlorides in quantitative yields in less than a minute, which on dehydrohalogenation in the presence of triethylamine gave the corresponding nitrile oxides. The nitrile oxides underwent 1,3-dipolar addition to dipolarophiles and gave 2-isoxazolines in excellent yields under mild conditions. |
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Keywords: | N-tert-Butyl-N-chlorocyanamide Aldoximes Hydroximoyl chlorides N-Phenylmaleimide Dipolarophiles 2-Isoxazolines |
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