Cobalt-Catalyzed Carbonylative Cyclization of Pyridinyl Diazoacetates for the Synthesis of Pyridoisoquinolinones

  • Baek, Yonghyeon
  • Kim, Sunghwa
  • Jeon, Bongkeun
  • Lee, Phil Ho
Citations

WEB OF SCIENCE

29
Citations

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31

초록

Dicobalt octacarbonyl-catalyzed carbonylative cyclization of pyridinyl diazoacetates is developed for the synthesis of pyridoisoquinolinones under mild conditions (room temperature) in a carbon monoxide atmosphere. Moreover, a synthetic method for various pyridoisoquinolinones from ethylp-yridinyl aryl acetates is demonstrated through diazotization using TsN3 and DBU followed by Co-catalyzed carbonylation to generate ketene intermediates, which can subsequently undergo intramolecular cyclization under mild conditions in a carbon monoxide atmosphere in a semi-one-pot fashion.

키워드

CROSS-COUPLING REACTIONSOCTACARBONYL DICOBALTETHYL DIAZOACETATECARBON-MONOXIDESELECTIVE CARBONYLATIONN-TOSYLHYDRAZONESDIAZO-COMPOUNDSMETAL CARBENEPALLADIUMINSERTION
제목
Cobalt-Catalyzed Carbonylative Cyclization of Pyridinyl Diazoacetates for the Synthesis of Pyridoisoquinolinones
저자
Baek, YonghyeonKim, SunghwaJeon, BongkeunLee, Phil Ho
DOI
10.1021/acs.orglett.5b03340
발행일
2016-01-01
유형
Article
저널명
Organic Letters
18
1
페이지
104 ~ 107