Journal
ORGANIC LETTERS
Volume 18, Issue 5, Pages 1178-1181Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00310
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Funding
- National Natural Science Foundation of China [21425415, 21274058]
- National Basic Research Program of China [2015CB856303, 2011CB935801]
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A distinct C-H activation-based traceless synthetic protocol-via electrophilic removal of a directing group is reported, complementing the currently exclusively used nucleophilic strategy. Rh(III)-catalyzed, N-nitrosodirected C-H activation allows the development of a traceless, atom- and step-economic, cascade approach for the synthesis of indole skeletons, starting from readily available N-nitroso and alpha-diazo-beta-keto compounds. Importantly, the cyclization/denitrosation reaction represents a hitherto unobserved reactivity pattern for the N-nitroso group.
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