A new diphenylphosphinite ionic liquid (IL-OPPh2) as reagent and solvent for highly selective bromination, thiocyanation or isothiocyanation of alcohols and trimethylsilyl and tetrahydropyranyl ethers

作者：Iranpoor Nasser^*; Firouzabadi Habib; Azadi Roya

来源：Tetrahedron Letters, 2006, 47(31): 5531-5534.

DOI：10.1016/j.tetlet.2006.05.145

• triphenylphosphine
• ionic liquid
• alcohol
• trimethylsilyl ether
• tetrahydropyranyl ether
• halogenation
• thiocyanation

A new diphenylphosphinite ionic liquid (IL-OPPh2) is introduced. This ionic liquid is used as both a reagent and a solvent to convert alcohols and trimethylsilyl and tetrahydropyranyl (THP) ethers into their corresponding alkyl bromides, thiocyanates or isothiocyanates in the presence of Br-2 and SCN- at 80 degrees C. In this ionic liquid, bromination and thiocyanation of alcohols occurs highly selectively in the presence of trimethylsilyl and THP-ethers and also between different classes of alcohols. The use of this ionic liquid allows easy separation of the desired products from the phosphinate by-product.

• 出版日期2006-7-31