Selective and Serial Suzuki–Miyaura Reactions
of Polychlorinated Aromatics with Alkyl Pinacol Boronic Esters
Version 4 2017-08-18, 08:15
Version 3 2016-10-07, 16:18
Version 2 2016-08-29, 13:55
Version 1 2016-08-18, 16:21
Posted on 2017-08-18 - 08:15
Among cross-coupling
reactions, the Suzuki–Miyaura transformation
stands out because of its practical advantages, including the commercial
availability and low toxicity of the required reagents, mild reaction
conditions, and functional group compatibility. Nevertheless, few
conditions can be used to cross-couple alkyl boronic acids or esters
with aryl halides, especially 2-pyridyl halides. Herein, we describe
two novel Suzuki–Miyaura protocols that enable selective conversion
of polychlorinated aromatics, with a focus on reactions to convert
2,6-dichloropyridines to 2-chloro-6-alkylpyridines or 2-aryl-6-alkylpyridines.
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Laulhé, Sébastien; Blackburn, J. Miles; Roizen, Jennifer L. (2016). Selective and Serial Suzuki–Miyaura Reactions
of Polychlorinated Aromatics with Alkyl Pinacol Boronic Esters. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.6b02323
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AUTHORS (3)
SL
Sébastien Laulhé
JB
J. Miles Blackburn
JR
Jennifer L. Roizen