Energy Transfer Photocatalytic Radical Rearrangement in N-Indolyl Carbonates
Milan Bera, Ho Seong Hwang, Tae-Woong Um, Soo Min Oh, Seunghoon Shin* and Eun Jin Cho*
*Hanyang University, 222 Wangsimni-ro, Seongdong-gu, Seoul 04763; Chung-Ang University, 84 Heukseok-ro, Dongjak-gu, Seoul 06974, Republic of Korea,
Email: sshin
hanyang.ac.kr, ejchocau.ac.kr
M. Bera, H. S. Hwang, T.-W. Um, S. M. Oh, S. Shin, E. J. Cho, Org. Lett., 2022, 24, 1774-1779.
DOI: 10.1021/acs.orglett.2c00085
see article for more reactions
Abstract
Upon photoexcitation, homolytic N-O bond cleavage of N-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.
see article for more examples
product transformations
Key Words
indoles, photochemistry
ID: J54-Y2022
