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Energy Transfer Photocatalytic Radical Rearrangement in -Indolyl Carbonates. | LitMetric

Energy Transfer Photocatalytic Radical Rearrangement in -Indolyl Carbonates.

Org Lett

Department of Chemistry, Chung-Ang University, 84 Heukseok-ro, Dongjak-gu, Seoul 06974, Republic of Korea.

Published: March 2022

A new type of sp-like N-centered radical has been generated by selective energy transfer catalysis. Upon photoexcitation, homolytic N-O bond cleavage of -indolyl carbonate in the presence of an Ir complex produced N- and O-centered radicals. The high spin density at the C3 position of indole led to radical recombination with the O-centered radical, affording valuable 3-oxyindole derivatives without decarboxylation. Transformations of the desired products into various molecules were also demonstrated.

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http://dx.doi.org/10.1021/acs.orglett.2c00085DOI Listing

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