Chemoselective Synthesis of Arylpyridines through Suzuki–Miyaura Cross‐Coupling Reactions

4‐Bromo‐2,3,5‐trichloro‐6‐iodopyridine has been synthesized for the first time and applied in chemo‐ and site‐selective Suzuki–Miyaura cross‐coupling reactions. This novel starting material allows the selective synthesis of pentaarylpyridines with up to four different aryl substituents. 2‐Iodo‐4‐bro...

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Veröffentlicht in:European journal of organic chemistry 2018-02, Vol.2018 (8), p.990-1003
Hauptverfasser: Perdomo Rivera, Rodisnel, Ehlers, Peter, Ohlendorf, Lars, Torres Rodríguez, Eugenio, Villinger, Alexander, Langer, Peter
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Sprache:eng
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Zusammenfassung:4‐Bromo‐2,3,5‐trichloro‐6‐iodopyridine has been synthesized for the first time and applied in chemo‐ and site‐selective Suzuki–Miyaura cross‐coupling reactions. This novel starting material allows the selective synthesis of pentaarylpyridines with up to four different aryl substituents. 2‐Iodo‐4‐bromo‐3,5,6‐trichloropyridine has been synthesized in 2 steps from the corresponding trichloropyridine. This novel pentahalogenated pyridine gives access to fully arylated pyridines with up to four different aryl rings by iterative Suzuki–Miyaura reactions.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201701718