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A facile protocol for the convenient preparation of amino-substituted α-bromo- and α,α-dibromo arylmethylketones

✍ Scribed by Zhenjun Diwu; Christopher Beachdel; Dieter H. Klaubert


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
288 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


Amino-substituted aryhnethylketones are selectively brominated in sulfuric acid to afford the corresponding dibromomethylarylketones that are then debrominated with diethylphosphite to give the desired bromomethylarylketones in excellent yield.


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The first synthesis of diazoesters by direct diazotization of amino acid esters was reported by Curtius I,\*) around 1900. Although this method is well suited for the preparation of diazoacetic ester, 3) it is generally inapplicable to the syntheses of a-substituted-a-diazoesters (I),\*) because of