Light-Mediated Tandem Giese/C–H Functionalizations Toward Cyclopenta[b]indoles

David M. Kitcatt; Eva Pogacar; Daniel U. Kleinjan; David T. Mooney; Simon Nicolle; Ai-Lan Lee

doi:10.1021/acs.orglett.5c03185

Light-Mediated Tandem Giese/C–H Functionalizations Toward Cyclopenta[b]indoles

David M. Kitcatt
, Eva Pogacar
, Daniel U. Kleinjan
, David T. Mooney
, Simon Nicolle
, Ai-Lan Lee

School of Engineering & Physical Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

An efficient method for forming cyclopenta[b]indoles directly from 3-indole-α-ketoacids via tandem Giese/C–H functionalization has been developed. The use of photoactive 3-indole-α-ketoacids as radical precursors allows for the mild tandem radical reaction to be enabled by visible light without the need for any metals, photocatalysts, or base.

Original language	English
Pages (from-to)	10683-10688
Number of pages	6
Journal	Organic letters
Volume	27
Issue number	38
Early online date	15 Sept 2025
DOIs	https://doi.org/10.1021/acs.orglett.5c03185
Publication status	Published - 26 Sept 2025

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Cite this

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abstract = "An efficient method for forming cyclopenta[b]indoles directly from 3-indole-α-ketoacids via tandem Giese/C–H functionalization has been developed. The use of photoactive 3-indole-α-ketoacids as radical precursors allows for the mild tandem radical reaction to be enabled by visible light without the need for any metals, photocatalysts, or base.",

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AU - Kitcatt, David M.

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AU - Kleinjan, Daniel U.

AU - Mooney, David T.

AU - Nicolle, Simon

AU - Lee, Ai-Lan

PY - 2025/9/26

Y1 - 2025/9/26

N2 - An efficient method for forming cyclopenta[b]indoles directly from 3-indole-α-ketoacids via tandem Giese/C–H functionalization has been developed. The use of photoactive 3-indole-α-ketoacids as radical precursors allows for the mild tandem radical reaction to be enabled by visible light without the need for any metals, photocatalysts, or base.

AB - An efficient method for forming cyclopenta[b]indoles directly from 3-indole-α-ketoacids via tandem Giese/C–H functionalization has been developed. The use of photoactive 3-indole-α-ketoacids as radical precursors allows for the mild tandem radical reaction to be enabled by visible light without the need for any metals, photocatalysts, or base.

UR - https://www.scopus.com/pages/publications/105017133088

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DO - 10.1021/acs.orglett.5c03185

M3 - Article

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EP - 10688

JO - Organic letters

JF - Organic letters

IS - 38

ER -

Light-Mediated Tandem Giese/C–H Functionalizations Toward Cyclopenta[b]indoles

Abstract

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