Exploration of relative chemoselectivity in the hydrodechlorination of 2-chloropyridines

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, ter...

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Bibliographic Details
Published in:Tetrahedron letters 2014-09, Vol.55 (39), p.5386-5389
Main Authors: Kinarivala, Nihar, Trippier, Paul C.
Format: Article
Language:English
Subjects:
Chemoselectivity
Hydrogenation
Pyridines
Reduction
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Summary: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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.08.008