Energy Transfer Photocatalytic Radical Rearrangement in N-Indolyl Carbonates

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초록

A new type of sp(3)-like N-centered radical has been generated by selective energy transfer catalysis. 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. Transformations of the desired products into various molecules were also demonstrated.

키워드

TERTIARY AMINE OXIDESACETOXYLATIONCATALYSIS
제목
Energy Transfer Photocatalytic Radical Rearrangement in N-Indolyl Carbonates
저자
Bera, MilanHwang, Ho SeongUm, Tae-WoongOh, Soo MinShin, SeunghoonCho, Eun Jin
DOI
10.1021/acs.orglett.2c00085
발행일
2022-03
유형
Article
저널명
Organic Letters
24
9
페이지
1774 ~ 1779