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Green halogenation of aromatic heterocycles using ammonium halide and hydrogen peroxide in acetic acid solvent

DN D'Aleo, SR Allard, CC Foglia…

文献索引:D'Aleo, Danielle N.; Allard, Sheena R.; Foglia, Cassandra C.; Parent, Shawna L.M.; Rohr, David J.; Gottardo, Christine; MacKinnon, Craig D. Canadian Journal of Chemistry, 2013 , vol. 91, # 8 p. 679 - 683

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被引用次数: 3

摘要

The green generation of X+ (X= Br, I) using hydrogen peroxide in aqueous acetic acid allows access to aromatic heterocyclic halides in yields and purities comparable to syntheses employing N-bromosuccinimide. In activated and unsubstituted thiophene rings, regioselectivity is quantitative for positions α to the sulfur; pyrroles also give quantitative reactions, at least initially. Deactivated rings, including furans and thiazoles, as well as ...