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dmso为氧化剂,把卤代烃氧化成醛的反应称作kornblum氧化。该反应操作简便,伯卤代烃收率良好,仲卤代烃收率较低。伯、仲醇的对甲苯磺酸酯也可被氧化成醛。环氧化合物的氧化得α-羟基酮。


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反应机理


第一步是以dmso为亲核试剂得亲核取代反应,随后的历程同mofatt氧化一样。


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反应实例


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参考文献


1. kornblum, n., powers, j. w., anderson, g. j., jones, w. j., larson,h. o., levand, o., weaver, w. m. j. am. chem. soc. 1957, 79, 6562.

2. kornblum, n., jones, w. j., anderson, g. j. j. am. chem. soc. 1959,81, 4113-4114.

3. fischer, b., kabha, e., gendron, f.-p., beaudoin, a. r. nucleosides,nucleotides & nucleic acids 2000, 19, 1033-1054.

4. ly, t. w., liao, j.-h., shia, k.-s., liu, h.-j. synthesis 2004,271-275.

5. mueller, k., prinz, h., gawlik, i., ziereis, k., huang, h.-s. j.med. chem. 1997, 40, 3773-3780.

6. paquette, w. d., taylor, r. e. org. lett. 2004, 6, 103-106.


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