Tetrahedron letters

Silica chloride in the presence of NaI is a useful system for the efficient and selective conversion of TMS, TBDMS and THP ethers into their corresponding iodides

H Firouzabadi, N Iranpoor, H Hazarkhani

Index: Firouzabadi, Habib; Iranpoor, Nasser; Hazarkhani, Hassan Tetrahedron Letters, 2002 , vol. 43, # 40 p. 7139 - 7141

Full Text: HTML

Citation Number: 17

Abstract

Direct and highly selective conversion of benzylic, allylic and propargylic TMS, TBDMS and THP ethers into their corresponding iodides with the SiO2–Cl/NaI system is described. Reactions were conducted in CH3CN at room temperature. Aliphatic silyl and tetrahydropyranyl ethers remained almost intact under similar reaction conditions.