Conversion of Alcohols, Thiols, Carboxylic Acids, Trimethylsilyl Ethers, and Carboxylates to Thiocyanates with Triphenylphosphine/Diethylazodicarboxylate/NH₄SCN

Nasser Iranpoor*, Habib Firouzabadi*, Batool Akhlaghinia, Roya Azadi

*Chemistry Department, College of Sciences, Shiraz University, Shiraz 71454, Iran, Email: firouzabadichem.susc.ac.ir, iranpoorchem.susc.ac.ir

N. Iranpoor, H. Firouzabadi, B. Akhlaghinia, R. Azadi, Synthesis, 2004, 92-96.

DOI: 10.1055/s-2003-44369

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Abstract

A novel and highly selective method uses triphenylphosphine, diethylazodicarboxylate and NH₄SCN for the conversion of alcohols, thiols, carboxylic acids, silyl ethers, and silyl carboxylates to their corresponding thiocyanates.

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Key Words

Mitsunobu reaction, triphenylphosphine, diethylazodicarboxylate, thiocyanation, thiocyanates, isothiocyanates, alcohol, thiol, carboxylic acid, silyl ether, silyl carboxylate

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ID: J66-Y2004-1880