Rhenium-catalyzed regioselective synthesis of multisubstituted pyridines from β-enamino ketones and alkynes via C-C bond cleavage

Shun Ichi Yamamoto, Kana Okamoto, Makiko Murakoso, Yoichiro Kuninobu, Kazuhiko Takai

研究成果査読

80 被引用数 (Scopus)

抄録

A new method is described for the regioselective synthesis of multisubstituted pyridine derivatives. Treatment of N-acetyl β-enamino ketones with alkynes in the presence of the rhenium catalyst, Re 2(CO) 10, gives multisubstituted pyridines regioselectively. In this reaction, the N-acetyl moieties are important for the selective formation of the multisubstituted pyridines. This reaction proceeds via insertion of alkynes into a carbon-carbon single bond of β-enamino ketones, intramolecular nucleophilic cyclization, and elimination of acetic acid.

本文言語English
ページ(範囲)3182-3185
ページ数4
ジャーナルOrganic Letters
14
12
DOI
出版ステータスPublished - 6月 15 2012

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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