Journal of Organic Chemistry
2015-01-16
Development of a Brønsted acid-promoted arene-ynamide cyclization toward the total syntheses of marinoquinolines A and C and aplidiopsamine A.
Yousuke Yamaoka, Takahiro Yoshida, Makiko Shinozaki, Ken-ichi Yamada, Kiyosei Takasu
文献索引:J. Org. Chem. 80(2) , 957-64, (2015)
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摘要
A Brønsted acid-promoted arene-ynamide cyclization has been developed to construct the 3H-pyrrolo[2,3-c]quinolines. This reaction consists of the generation of a highly reactive keteniminium intermediate from arene-ynamide activated by a Brønsted acid and electrophilic aromatic substitution reaction to give arene-fused quinolines in high yields. This methodology enabled facile access to marinoquinolines A and C and aplidiopsamine A.
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