Unexpected results from the re-investigation of the Beckmann rearrangement of ketoximes into amides by using TsCl |
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Authors: | Hong-Jun Pi Wei-Ping Deng |
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Institution: | School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China |
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Abstract: | TsCl (p-toluenesulfonyl chloride), a commercially available organosulfonyl chloride, has been widely used as a stoichiometric dehydrogenation reagent in the transformation of ketoximes into corresponding amides via the Beckmann rearrangement. It has been now found to catalyze the Beckmann rearrangement with high catalytic efficiency, converting a wide range of ketoximes into their corresponding amides under mild condition with good to excellent yields (up to 99% of yield with 1-5 mol % of catalyst loading). |
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