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A Ruthenium Complex‐Catalyzed Cyclotrimerization of Halodiynes with Nitriles. Synthesis of 2‐ and 3‐Halopyridines
Author(s) -
Bednářová Eva,
Colacino Evelina,
Lamaty Frédéric,
Kotora Martin
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600127
Subject(s) - chemistry , ruthenium , catalysis , combinatorial chemistry , nitrile , medicinal chemistry , organic chemistry
Monohalo‐ and dihalodiynes efficiently undergo [2+2+2] cyclotrimerization with nitriles in the presence of a catalytic amount of the ruthenium complex Cp*RuCl(cod) (10 mol%) to afford the corresponding halopyridines under ambient conditions in good isolated yields (up to 90%). The halopyridines are formed as two separable regioisomers. This is the first example of a direct synthesis of halopyridines from haloalkynes and nitriles.