Organic Communications Articles

Cetylpyridinium tribromide (CetPyTB) has been synthesized by a new environmentally benign protocol and its reactivity studied. Results show that the reagent shows efficiency as a brominating agent for electron-rich aromatic compounds as well as an efficient catalyst for acetylation of the alcohols . thus proving it to be a note-worthy addition to the existing organic tribromide reagents.

Several sec-aromatic THP acetal compounds have been found to be suitable substrates for the [1,2]-Wittig rearrangement in the absence of an external electrophile, which resulted in the generation of new carbon-carbon bond and the facile synthesis of aromatic tertiary alcohols. More interestingly, an unexpected effect of chlorotrimethylsilane on this [1,2]-Wittig rearrangement of sec-aromatic THP acetal compounds was found, in which two different products involving oxidative procedure were obtained due to the competitive [1,4]-Sigmatropic rearrangement versus [1,2]-Wittig rearrangement