A simple one-pot entry to cyclic ethers of varied ring sizes from diols via phosphonium ion induced iodination and base catalyzed Williamson etherification

作者：Roy Biswajit Gopal; Roy Ashim; Achari Basudeb; Mandal Sukhendu B^*

来源：Tetrahedron Letters, 2006, 47(44): 7783-7787.

DOI：10.1016/j.tetlet.2006.08.090

• one-pot
• synthesis
• cyclic ethers
• diols
• iodination
• etherification

A novel and an efficient one-pot cyclization method using triphenylphosphine, iodine and a nitrogenous base has been established for the synthesis of cyclic ethers of various ring sizes. This appears to follow a two-step procedure, which includes preferential substitution of one hydroxyl group by an iodide generated in situ followed by an intramolecular ring closure through the attack of a free hydroxyl group or the more nucleophilic oxide ion.

• 出版日期2006-10-30