Organic Chemistry Portal



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:,

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

DOI: 10.1055/s-2003-44369


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.

see article for more reactions

see article for more examples

Key Words

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

ID: J66-Y2004-1880