Selective C4 Alkylation of Pyridines Using Nickel/Lewis
Acid Catalysis

Y. Nakao; Y. Yamada; N. Kashihara; T. Hiyama

doi:10.1055/s-0030-1259113

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Synfacts 2011(1): 0080-0080
DOI: 10.1055/s-0030-1259113

Metal-Mediated Synthesis

Selective C4 Alkylation of Pyridines Using Nickel/Lewis Acid Catalysis

Contributor(s): Paul Knochel, Tobias Thaler
Y. Nakao*, Y. Yamada, N. Kashihara, T. Hiyama*
Kyoto University, Japan

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Publication History

Publication Date:
21 December 2010 (online)

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Significance

A direct C4-selective addition of pyridine across alkenes via nickel/Lewis acid cocatalysis has been described. The method proceeds highly regioselectively furnishing the linear 4-alkylpyridines in modest to good yields. Branched 4-alkylpyridines are obtained when styrenes are used.