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Preparation of thiocyanates and isothiocyanates from alcohols, thiols, trimethylsilyl-, and tetrahydropyranyl ethers using triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone (DDQ)/n-Bu4NSCN system
Authors:Nasser Iranpoor  Habib Firouzabadi  Najmeh Nowrouzi
Institution:Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran
Abstract:A combination of triphenylphosphine (PPh3) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) provides a safe and easily available mixed reagent system for the conversion of 1° and 2° alcohols, thiols, trimethylsilyl-, and tetrahydropyranyl ethers to their corresponding thiocyanates and the 3° ones to isothiocyanates in good to high yields.
Keywords:Thiocyanation  Isothiocyanation  Alcohol  Thiol  Trimethylsilyl ether  Tetrahydropyranyl ether  Triphenylphosphine  DDQ
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