Journal
ORGANIC LETTERS
Volume 22, Issue 12, Pages 4643-4647Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01398
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- SERB, New Delhi, India [EMR/2016/000989]
- UGC New Delhi
- CSIR-New Delhi
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Manganese-catalyzed regioselective C-H alkylation of indoles and benzo[h]quinoline with a variety of unactivated alkyl iodides is reported. Unlike other Mn-catalyzed C-H functionalization, this protocol does not require a Grignard reagent base and employs a simple and inexpensive MnBr2 as a catalyst. This method tolerates diverse functionalities, including fluoro, chloro, bromo, iodo, alkenyl, alkynyl, pyrrolyl, and carbazolyl groups. The alkylation proceeds through a single-electron transfer pathway comprising reversible C-H manganesation and involving an alkyl radical intermediate.
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