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Issue 14, 2020
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A lutidine-promoted photoredox catalytic atom-transfer radical cyclization reaction for the synthesis of 4-bromo-3,3-dialkyl-octahydro-indol-2-ones

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Abstract

Reported herein is a visible-light-catalyzed photoredox atom-transfer radical cyclization (ATRC) halo-alkylation of 1,6-dienes with α-halo-ketones as the ATRC reagent. This process exhibits high atom economy, high step economy, and high redox economy, which can directly construct a 4-bromo-3,3-dialkyl-octahydro-indol-2-one core under mild conditions in one pot, and lutidine is found to be the key promoter for this ATRC process.

Graphical abstract: A lutidine-promoted photoredox catalytic atom-transfer radical cyclization reaction for the synthesis of 4-bromo-3,3-dialkyl-octahydro-indol-2-ones

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Article information


Submitted
20 Dec 2019
Accepted
16 Jan 2020
First published
18 Jan 2020

Chem. Commun., 2020,56, 2206-2209
Article type
Communication

A lutidine-promoted photoredox catalytic atom-transfer radical cyclization reaction for the synthesis of 4-bromo-3,3-dialkyl-octahydro-indol-2-ones

Q. Zhao, G. Xu, J. Xu, Z. Wang and P. Xu, Chem. Commun., 2020, 56, 2206
DOI: 10.1039/C9CC09876C

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