Journal
SYNTHESIS-STUTTGART
Volume 54, Issue 20, Pages 4461-4471Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1811-7948
Keywords
C-H functionalization; cinnolines; indazolones; phthalazinones; rhodium; vinylene carbonate
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Funding
- National Research Foundation of Korea (NRF) - Korea government (MSIT) [2019R1A4A2001451, 2020R1A2C3005357, 2020R1I1A1A01052800]
- National Research Foundation of Korea [2020R1I1A1A01052800] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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The hydrazide-assisted rhodium(III)-catalyzed cross-coupling reactions of N-arylphthalazinones and N-arylindazolones with vinylene carbonate were reported, providing direct access to tetracyclic hydroxycinnolines. The reactions exhibited complete site-selectivity and functional group compatibility.
The structural modification of phthalazinones and indazolones has emerged as a pivotal topic in catalytic C-H functionalization events. Herein we report the hydrazide-assisted rhodium(III)-catalyzed cross-coupling reactions of N-arylphthalazinones and N-arylindazolones with vinylene carbonate. This method provides direct access to tetracyclic hydroxycinnolines. Complete site-selectivity and functional group compatibility were observed.
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