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Synthesis 2022; 54(20): 4461-4471
DOI: 10.1055/a-1811-7948
DOI: 10.1055/a-1811-7948
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Assembly of the Hydroxycinnoline Core via Hydrazide-Assisted Rh(III)-Catalyzed C–H Functionalization and Annulation
This work was supported by National Research Foundation of Korea (NRF) grants funded by the Korea government (MSIT) (nos. 2019R1A4A2001451, 2020R1A2C3005357, and 2020R1I1A1A01052800).
Abstract
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.
Key words
C–H functionalization - cinnolines - indazolones - phthalazinones - rhodium - vinylene carbonateSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1811-7948.
- Supporting Information
Publication History
Received: 24 February 2022
Accepted after revision: 30 March 2022
Accepted Manuscript online:
30 March 2022
Article published online:
28 April 2022
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For selected reviews on the biological activities of cinnolines, see:
For selected examples, see:
For recent selected examples, see: