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Synthesis of Fluorenes via Tandem Copper-Catalyzed [3+2] Cycloaddition and Rhodium-Catalyzed Denitrogenative Cyclization in a 5-Exo Mode from 2-Ethynylbiaryls and N-Sulfonyl Azides in One Pot
- Seo, Boram;
- Jeon, Woo Hyung;
- Kim, Jaeeun;
- Kim, Sunghwa;
- Lee, Phil Ho
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62초록
An efficient synthetic method of fluorenes having an enamine moiety at C-9 methylene bridge is developed from N-sulfonyl-4-biaryl-1,2,3-triazole derivatives via Rh-catalyzed denitrogenative cyclization in a 5-exo mode. Rh-catalyzed denitrogenative cyclization followed by catalytic hydrogenation produces N-tosylaminomethyl-substituted fluorenes in one pot. Moreover, fluorenes are synthesized via tandem Cu-catalyzed [3 + 2] cycloaddition and Rh-catalyzed denitrogenative cyclization in a 5-exo mode starting from 2-ethynylbiaryls and N-sulfonyl azides in one pot.
키워드
TERMINAL ALKYNES; INTRAMOLECULAR ANNULATION; CONTROLLING SELECTIVITY; ORGANIC ELECTRONICS; AROMATIC RINGS; DERIVATIVES; TRANSANNULATION; PYRROLES; 1,2,3-TRIAZOLES; 1-SULFONYL-1,2,3-TRIAZOLES
- 제목
- Synthesis of Fluorenes via Tandem Copper-Catalyzed [3+2] Cycloaddition and Rhodium-Catalyzed Denitrogenative Cyclization in a 5-Exo Mode from 2-Ethynylbiaryls and N-Sulfonyl Azides in One Pot
- 저자
- Seo, Boram; Jeon, Woo Hyung; Kim, Jaeeun; Kim, Sunghwa; Lee, Phil Ho
- 발행일
- 2015-01-16
- 유형
- Article
- 권
- 80
- 호
- 2
- 페이지
- 722 ~ 732