Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 6, Issue 8, Pages 998-1002Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201700269
Keywords
amination; carbazoles; C-H activation; indoles; rhodium; triazoles
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Funding
- National Research Foundation of Korea [NRF-2016R1A2B4015351, NRF-2016R1A4A1011451]
- Kangwon National University [D1000435-01-01]
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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.
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