Halogen shuffling in pyridines: Site selective electrophilic substitutions of 2-chloro-6-(trifluoromethyl)pyridine

doi:10.1016/S0040-4039(98)00028-8

Paper

Halogen shuffling in pyridines: Site selective electrophilic substitutions of 2-chloro-6-(trifluoromethyl)pyridine

Published Mar 26, 1998 · F. Mongin, Antonio Tognini, F. Cottet

Tetrahedron Letters

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21

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Abstract

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Study Snapshot

This study demonstrates that 2-chloro-6-(trifluoromethyl)pyridine can be converted into its 3-iodo derivative, which can serve as a starting material for further manipulation in halogen/metal exchange and electrophilic trapping reactions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Halogen shuffling in pyridines: Site selective electrophilic substitutions of 2-chloro-6-(trifluoromethyl)pyridine

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References

Reagent-modulated optional site selectivities: the metalation of o-, m- and p-halobenzotrifluorides

Optional site selectivities can be achieved in metalation reactions of o-, m-, and p-halobenzotrifluorides by exploiting positional ambiguities and exploiting regioselectivity.

Lithiation of polychloropyrimidines and dichloropyridines

Regioselective lithiation of polychloropyrimidines and dichloropyridines provides useful synthetic precursors with halogens at the three activated ring positions.

Le phnyl-lithium: nouvel agent de mtallation du cycle pyridinique

Phenyl-lithium can now catalyze the metallation of various substituted pyridine compounds, providing high yields with various reagents.

Metallation of diazines II. First metallation of pyridazine, metallation of 2,4‐dichloropyrimidine

This study demonstrates the first metallation of pyridazine and the metallation of 2,4-dichloropyrimidine, leading to the synthesis of an azaxanthone with unusual regioselectivity.

Reactions of trifluoromethylpyridines with alkyllithium reagents. Directing effects of the trifluoromethyl groups

Trifluoromethylpyridines undergo regioselective lithiation at the 2-position, providing easy access to 2-functionalized trifluoromethylpyridines, while 2,4-, 2,6-bis(trifluoromethyl)-pyridines undergo exclusive addition of RLi to the

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