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Conversion of alcohols, thiols, and trimethysilyl ethers to alkyl cyanides using triphenylphosphine/2, 3-dichloro-5, 6-dicyanobenzoquinone/n-Bu4NCN

N Iranpoor, H Firouzabadi, B Akhlaghinia…

文献索引:Iranpoor, Nasser; Firouzabadi, Habib; Akhlaghinia, Batool; Nowrouzi, Najmeh Journal of Organic Chemistry, 2004 , vol. 69, # 7 p. 2562 - 2564

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被引用次数: 57

摘要

Triphenylphosphine and 2, 3-dichloro-5, 6-dicyanobenzoquinone afford an adduct, which in the presence of n-Bu4NCN converts alcohols, thiols, and trimethylsilyl ethers into their corresponding alkyl cyanides in good to excellent yields at room temperature. This method is highly selective for the conversion of 1° alcohols in the presence of 2° and 3° ones, thiols and silyl ethers.

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