- Synthesis of 1-naphthaldehydes via the cascade reactions of 1-phenylpent-4-yn-2-ols promoted by iodine monochloride
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A novel and convenient synthesis of 1-naphthaldehydes through iodine monochloride promoted cascade reactions of 1-phenylpent-4-yn-2-ols is presented. Compared with literature procedures, this new method has advantages such as simple operation procedure, mild reaction conditions, good efficiency, and excellent regio-selectivity.
- Li, Bin,Shen, Nana,Fan, Xuesen,Zhang, Xinying
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p. 1843 - 1846
(2016/04/19)
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- Reduction of benzylic alcohols and α-hydroxycarbonyl compounds by hydriodic acid in a biphasic reaction medium
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The synthetic protocol for the reduction of alcohols to hydrocarbons by using hydriodic acid, first described by Kiliani more than 140 years ago, was improved to be more applicable to organic synthesis. Instead of a strongly acidic, aqueous solution, a biphasic toluene-water reaction medium was used, which allowed the conversion of primary, secondary and tertiary benzylic alcohols, in good yields and short reaction times, into the corresponding hydrocarbons. Red phosphorous was used as the stoichiometric reducing agent. Keto, ester, amide or ether groups are tolerated, and catalytic amounts of hydriodic acid (0.2 equiv) in the presence of 0.6 equiv phosphorous are sufficient to achieve conversion.
- Dobmeier, Michael,Herrmann, Josef M.,Lenoir, Dieter,Koenig, Burkhard
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supporting information; experimental part
p. 330 - 336
(2012/05/20)
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