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A one-pot chemoselective S-alkylation and acetylation of thiohydantoins using the alkyl orthoformate–ZnCl2–Ac2O reagent system

✍ Scribed by Ravi Kumar; Prem M.S. Chauhan

Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
219 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

The chemoselective S-alkylation of 2-thiohydantoins is reported. The methodology involves the use of alkyl orthoformates (trimethyl and triethyl) as alkylating agents, which in the presence of Ac 2 O and ZnCl 2 chemoselectively alkylate the thio group whilst other nucleophilic groups present in the thiohydantoins are acetylated simultaneously in moderate to high yields. A plausible mechanism for this reaction is delineated.

📜 SIMILAR VOLUMES

ChemInform Abstract: A One-Pot Chemosele
ChemInform Abstract: A One-Pot Chemoselective S-Alkylation and Acetylation of Thiohydantoins Using the Alkyl Orthoformate—ZnCl2—Ac2O Reagent System.
✍ Ravi Kumar; Prem M. S. Chauhan 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

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