Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2018, Issue 12, Pages 1426-1436Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201701755
Keywords
Synthetic methods; Nitrogen heterocycles; Indole; Regioselectivity; C-H functionalization; Carbenes
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Funding
- SERB-Department of Science and Technology (DST), India [YSS/2014/000383, SR/FST/CSII-026/2013]
- Council of Scientific and Industrial Research (CSIR), India
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A straightforward Rh-III-catalyzed strategy was developed for the site-selective C4-alkylation and C2-annulation of indole by using electronically variable diazo esters. The transformation was accomplished with the assist of an oxime directing group at the C3 position of the indole core with wide scope and functional-group tolerance. The method directly provided an indolopyridone core. The selectivity was triggered by the reactivity of the diazo coupling partner.
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