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Decarboxylative Chlorination of Coumarin-3-Carboxylic Acids Enabled by an AlCl3/Al(NO3)3 System
Vandana Thotathil1, Mariam T Sayed1, Arif Özturk1
1Department of Chemistry & Earth Sciences, Faculty of Arts & Science, Qatar University, P.O. Box: 2713 Doha, Qatar.
None:
A decarboxylative chlorination of coumarin-3-carboxylic acids has been achieved using a combined AlCl3/Al(NO3)3 system, affording 3-chlorocoumarins in 38-78% yields across a series of substrates. Experimental observations are consistent with the involvement of radical intermediates. The transformation proceeds under transition-metal-free conditions and offers a practical route to synthetically valuable 3-chlorocoumarins. Use of AlBr3 under analogous conditions provided the corresponding 3-bromocoumarins, whereas reactions employing AlI3 were markedly less efficient.
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