Arylation, alkenylation, and alkylation of 2-halopyridine N-oxides with grignard reagents: a solution to the problem of C2/C6 regioselective functionalization of pyridine derivatives.
Arylation, alkenylation, and alkylation of 2-halopyridine N-oxides with grignard reagents: a solution to the problem of C2/C6 regioselective functionalization of pyridine derivatives.
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DOI：
10.1021/jo302511s
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发表时间：
2013-02
期刊：
影响因子：
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通讯作者：
Song-Lin Zhang;L. Liao;Fang Zhang;Xinfang Duan
中科院分区：
文献类型：
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作者：
Song-Lin Zhang;L. Liao;Fang Zhang;Xinfang Duan
研究了2-卤代吡啶N-氧化物与各种格氏试剂的芳基化、烯基化和烷基化反应。它代表了在反应性C-Cl或C-Br键存在下吡啶衍生物的高效且选择性的C-H键官能化。以Cl或Br为封闭基团，实现了吡啶衍生物的C2/C6位可控功能化。可以如Onychine、dielsine和PARP-1抑制剂GPI 16539的全合成中所示制备各种吡啶化合物。
A facile arylation, alkenylation, and alkylation of functionalized 2-halopyridine N-oxides with various Grignard reagents was developed. It represented a highly efficient and selective C-H bond functionalization of pyridine derivatives in the presence of reactive C-Cl or C-Br bonds. Using Cl or Br as a blocking group, C2/C6 site-controllable functionalization of pyridine derivatives has been achieved. Various pyridine compounds can be prepared as illustrated in the total syntheses of Onychine, dielsine, and PARP-1 inhibitor GPI 16539.