Regioselective C3 Functionalizations of 9H-Carbazoles via C(sp<SUP>2</SUP>)-H Insertions of Rh<SUP>II</SUP> Carbenoids

  • Samala, Srinivas
  • Shin, Jinhwan
  • Shim, Jae Yul
  • Yoo, Eun Jeong
Citations

WEB OF SCIENCE

14
Citations

SCOPUS

15

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

aminationcarbazolesC-H activationindolesrhodiumtriazolesRHODIUM-CATALYZED TRANSANNULATIONH BONDSCARBAZOLE ALKALOIDSPD(II)-CATALYZED AMINATIONEFFICIENT SYNTHESIS3+2 CYCLOADDITIONDERIVATIVESN-SULFONYL-1,2,3-TRIAZOLESINDOLES1,2,3-TRIAZOLES
제목
Regioselective C3 Functionalizations of 9H-Carbazoles via C(sp<SUP>2</SUP>)-H Insertions of Rh<SUP>II</SUP> Carbenoids
저자
Samala, SrinivasShin, JinhwanShim, Jae YulYoo, Eun Jeong
DOI
10.1002/ajoc.201700269
발행일
2017-08
유형
Article
저널명
Asian Journal of Organic Chemistry
6
8
페이지
998 ~ 1002