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Overview
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p-Toluenesulfonyl cyanide is an electron-deficient nitrile. It undergoes hetero-Diels-Alder reaction with silyl enol ether of cyclohexenone to yield hydrolytically sensitive [4+2] adduct. It also undergoes facile [2+3] cycloaddition reaction with azides to form 5-sulfonyl tetrazoles. p-Toluenesulfonyl cyanide also reacts with alcohols in the presence of 1,8-diazabicyclo[5. 4. 0]undec-7-ene (DBU) or 1,4-diazabicyclo[2. 2. 2]octane (DABCO) to yield sulfinates.
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- Properties
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Overview