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초록
A synthetic method for Z-bromoimidazoles is developed from Rh-catalyzed cyclization of N-sulfonyl-1,2,3-triazoles with bromocyanides. Cu-catalyzed [3 + 2] cycloaddition followed by Rh-catalyzed cyclization starting from alkynes, N-sulfonylazides, and bromocyanides is also demonstrated for de novo synthesis of 2-bromoimidazoles in one pot. Moreover, this work was successfully employed to introduce diverse functional groups to the 2-position of imidazoles via cross-coupling reaction.
키워드
RHODIUM-CATALYZED TRANSANNULATION; CROSS-COUPLING REACTIONS; BOND-FORMING REACTIONS; TERMINAL ALKYNES; ONE-POT; 1,2,4,5-TETRASUBSTITUTED IMIDAZOLES; ORGANOMETALLIC CATALYSIS; CONTROLLING SELECTIVITY; C-N; PYRROLES
- 제목
- Synthesis of 2-Bromoimidazoles from Alkynes, N-Sulfonylazides, and Bromocyanides
- 저자
- Lee, Eunsook; Ryu, Taekyu; Shin, Eunji; Son, Jeong-Yu; Choi, Wonseok; Lee, Phil Ho
- 발행일
- 2015-05-15
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 17
- 호
- 10
- 페이지
- 2470 ~ 2473