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Exploration of relative chemoselectivity in the hydrodechlorination of 2-chloropyridines
Authors:Nihar Kinarivala  Paul C. Trippier
Affiliation:1. Department of Pharmaceutical Sciences, School of Pharmacy, Texas Tech University Health Sciences Center, Amarillo, TX, USA;2. Center for Chemical Biology, Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX, USA
Abstract:The chemoselectivity of hydrodechlorination in 2-chloropyridine derivatives possessing reduction-sensitive functionalities is examined. The reaction conditions employed tolerate a variety of functionalities illustrating highly chemoselective hydrodechlorination in the presence of nitrile, allyl, terminal olefin, and nitroamine functionalities in excellent yield. Chemoselective deprotection of carboxybenzyl ethers is illustrated in moderate yield.
Keywords:Chemoselectivity   Hydrogenation   Pyridines   Reduction
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