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초록
A series of 9H-carbazoles were synthesized via a direct regioselective C3 functionalization through C(sp(2))-H insertion of alpha-imino rhodium(II) carbenoids generated in situ from 1-sulfonyl-1,2,3-triazoles. A variety of 1-sulfonyl-1,2,3-triazoles underwent this reaction in the presence of a rhodium(II) catalyst, and a mechanism was proposed. Further regioselective C-H amination of the obtained 3-enamido carbazoles to synthesize (indol-3-yl)-9H-carbazoles, biologically valuable motifs, supported the utility of this method.
키워드
amination; carbazoles; C-H activation; indoles; rhodium; triazoles; RHODIUM-CATALYZED TRANSANNULATION; H BONDS; CARBAZOLE ALKALOIDS; PD(II)-CATALYZED AMINATION; EFFICIENT SYNTHESIS; 3+2 CYCLOADDITION; DERIVATIVES; N-SULFONYL-1,2,3-TRIAZOLES; INDOLES; 1,2,3-TRIAZOLES
- 제목
- Regioselective C3 Functionalizations of 9H-Carbazoles via C(sp<SUP>2</SUP>)-H Insertions of Rh<SUP>II</SUP> Carbenoids
- 저자
- Samala, Srinivas; Shin, Jinhwan; Shim, Jae Yul; Yoo, Eun Jeong
- 발행일
- 2017-08
- 유형
- Article
- 권
- 6
- 호
- 8
- 페이지
- 998 ~ 1002