Silyl Ethynyl Benziodoxolone Reagents

Abstract

Handling, Storage, and Precautions: the reagent is stable to air, moisture and light. Possible decomposition on prolonged exposure to light and high temperature. Long time storage preferentially requires protection from light and refrigeration. Specific toxicity not reported up to date. Incompatibility with hard nucleophiles and reducing agents. Preparation and purification: 1 upon oxidation of 2-iodobenzoic acid with sodium periodate to afford 2-iodosyl benzoic acid, the latter is activated by treatment with freshly distilled trimethyl silyl triflate and reacted in-situ reaction with (trimethylsilyl)(triisopropylsilyl)acetylene. TIPS-EBX prepared in this way can be efficiently purified by