Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 13, Issue 7, Pages 861-870Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201800036
Keywords
cobalt catalysis; C(sp(2))-H nitration; indoles; removable directing group; weak coordinating groups
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Funding
- SERB, India [SB/S1/OC-10/2014]
- CSIR, India [02(205)/14/EMR-II]
- IISERB
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A mild and efficient C(sp(2))-H nitration of 3-substituted indoles, by using the economical and non-toxic cobalt nitrate hexahydrate [Co(NO3)(2)6H(2)O] as a catalyst and tert-butyl nitrite (TBN) as the nitro source, is reported. This approach provides a unique methodology involving a site-selective C-N bond formation for preparation of C-2 substituted nitro indoles. Utilization of the tBoc as the removable directing group enhances the synthetic utility of the method.
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