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Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
Base-mediated three-component system for the synthesis of S-substituted N-acyl ureas
Malibongwe P Shandu1, Andile R Ngwenya1, Jairus L Lamola2
1Research Centre for Synthesis and Catalysis, Department of Chemical Sciences, University of Johannesburg Cnr Kingsway Avenue and University Road, PO Box 524, Auckland Park, 2006 Johannesburg South Africa pasekam@uj.ac.za.
Abstract:
N-Acyl ureas are crucial intermediates in the synthesis of biologically active molecules, and their preparation traditionally relies on multi-step synthesis under reflux conditions. Here, we report a three-component system that combines widespread alkyl halides, thiourea and carbamoyl chlorides. Crucial to this strategy is the synthesis of specific S-substituted N-acyl ureas via the formation of the isothiouronium salt intermediates. This developed three-component system affords scalable and functional group-tolerant reactivity, furnishing the desired products in good to excellent yields under mild conditions.
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