Cobalt‐Catalyzed C‐4 Selective Alkylation of Quinolines | Zendy

Yamamoto Shohei | Zendy; Saga Yutaka | Zendy; Andou Takashi | Zendy; Matsunaga Shigeki | Zendy; Kanai Motomu | Zendy

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Cobalt‐Catalyzed C‐4 Selective Alkylation of Quinolines

Author(s) -

Yamamoto Shohei,

Saga Yutaka,

Andou Takashi,

Matsunaga Shigeki,

Kanai Motomu

Publication year - 2014

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.201300991

Subject(s) - chemistry , alkylation , cobalt , selectivity , quinoline , pyridine , catalysis , yield (engineering) , medicinal chemistry , butyllithium , organic chemistry , combinatorial chemistry , materials science , metallurgy

The cobalt‐catalyzed direct C‐4 selective alkylation of quinolines is described. The reaction conditions used previously for pyridines were fully modified to achieve C‐4 selectivity in quinoline alkylation. Cobalt(II) acetate [Co(OAc) 2 ] (2–4 mol%) in combination with butyllithium (BuLi) and pyridine was best, and C‐4 alkylation proceeded in 54–95% yield with C‐4/C‐2=>20:1–2.5:1 and branched/linear=>20:1 selectivity.

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