Activation of alcohols to nucleophilic substitution

ISMAIL, AWHEDA and JOHN D., WALLIS (2014) Activation of alcohols to nucleophilic substitution. In: Second International Conference on Advances in Applied Science and Environmental Engineering - ASEE 2014, 20 - 21 December, 2014, Kuala Lumpur, Malaysia.

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The cyclic thionocarbamate of alaninol undergoes nucleophilic attack at 5-C by sulfur nucleophiles when derivatised on nitrogen with a Boc group, to reduce nitrogen to thione conjugation, to give 2-thioethylamine derivatives. Iodide under microwave conditions causes a rearrangement to the thiazolidinone. “Hard” nucleophiles react at the thione group followed by either C-N or C-O cleavage to yield a variety of product types.

Item Type: Conference or Workshop Item (Paper)
Uncontrolled Keywords: cyclic thionocarbamate, vic-aminoalcohols, thiophosgene, microwave condition.
Depositing User: Mr. John Steve
Date Deposited: 26 Apr 2019 04:37
Last Modified: 26 Apr 2019 04:37

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