Direct C4-Benzylation of Indoles via Tandem Benzyl
Claisen/Cope Rearrangements

Yamada, Koji

Direct C4-Benzylation of Indoles via Tandem Benzyl Claisen/Cope Rearrangements

Posted on 2019-01-23 - 21:19

A novel direct C4 benzylation of indoles utilizing 2-benzyloxyindoles has been developed to access 4-benzyl-2-oxindoles. This strategy involves the in situ formation of isotoluene intermediates via benzyl Claisen rearrangements, which undergoes Cope rearrangement and aromatization. The method provides the desired products in moderate to high yields and shows good functional group tolerance.

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Abe, Takumi; Kosaka, Yuta; Asano, Miku; Harasawa, Natsuki; Mishina, Akane; Nagasue, Misato; et al. (2019). Direct C4-Benzylation of Indoles via Tandem Benzyl Claisen/Cope Rearrangements. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.8b04120

https://doi.org/10.1021/acs.orglett.8b04120

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