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note
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For catalytic olefination of fluorine-containing activated ketones, see refs 6 and 1f.
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25
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0141442522
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note
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For a recent report on unsuccessful attempts to carry out catalytic olefination of ketones under conditions similar to those used for aldehydes, see ref 1c. With the use of large excesses of ketone and 2-4 days of reaction time, the authors reported that acceptable yields of olefination products (based on diazo reagent EDA) were obtained for a limited number of ketones.
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26
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0141554119
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note
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Caution: diazo compounds in general should always be presumed to be potentially explosive, especially in large scale at high temperatures.
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Use of strong organic acids such as trifluoroacetic acid and toluenesulfonic acid gave only trace amounts of the desired product.
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