Structurally diverse alcohols and phenols were trimethylsilylated in a clean and efficient reaction with hexamethyldisilazane (HMDS) based on the use of a catalytic amount of N-bromosuccinimide under both dichloromethane and solvent-free conditions at room temperature. Deprotection of trimethylsilyl ethers was also be achieved efficiently in the presence of a catalytic amount of NBS in methanol at ambient temperature.Key words: N-bromosuccinimide, solvent-free, alcohols, phenols, hexamethyldisilazane, trimethylsilyl ether, catalyst, detrimethylsilylation.

A number of aldehydes and ketones were prepared by oxidation of alcohol by N,N‐dichloro‐4‐methylbenzenesulfonamide under mild and neutral conditions in good to high yield in dichloromethane at room temperature.

Different types of alcohols and phenols are tetrahydropyranylated in the presence of NBS catalyst in good to excellent yields under mild, neutral and solvent-free conditions.

A broad spectrum of substrates can be silylated under conditions A) or B). The process is not successful in the case of thiols or amines. Selective protection of unhindered alcohols is possible in the presence of hindered ones. -(KHAZAEI*, A.; ROSTAMI, A.; RAIATZADEH, A.; MAHBOUBIFAR, M.; Can. J. Chem. 85 (2007) 5, 336-340; Fac. Chem., Bu-Ali Sina Univ., Hamedan, Iran; Eng.) -Bartels 46-043