Polyhalogenoaromatic compounds. Part XIII. The reduction of pentachloropyridine and derivatives with lithium aluminium hydride and other complex metal hydrides
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700001375
Abstract
The formation of 2,3,6-trichloropyridine, the main product from the reduction of pentachloropyridine with lithium aluminium hydride in ether has been rationalized on the basis of addition of AIH4– across the 3- and 4-positions of the pyridine ring followed by an unusual cis-elimination. Analogous mechanistic schemes explain results obtained from reduction with lithium aluminium hydride of several substituted polychloropyridines. Pentachloropyridine has also been reduced with sodium and lithium borohydrides, diborane, and aluminium hydride.
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Journal Name:Journal of the Chemical Society C: Organic
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CAS no.: 89640-58-4