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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 REACTIONS; OCTACARBONYL DICOBALT; ETHYL DIAZOACETATE; CARBON-MONOXIDE; SELECTIVE CARBONYLATION; N-TOSYLHYDRAZONES; DIAZO-COMPOUNDS; METAL CARBENE; PALLADIUM; INSERTION
- 제목
- Cobalt-Catalyzed Carbonylative Cyclization of Pyridinyl Diazoacetates for the Synthesis of Pyridoisoquinolinones
- 저자
- Baek, Yonghyeon; Kim, Sunghwa; Jeon, Bongkeun; Lee, Phil Ho
- 발행일
- 2016-01-01
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 18
- 호
- 1
- 페이지
- 104 ~ 107