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C–H Alkylation of Cubanes via Polar Effect-Assisted Photocatalytic Generation of Cubyl Radicals

17 August 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A method for C–H alkylation of cubanes is described herein. A hydrogen atom–transfer catalyst enables direct abstraction of a hydrogen atom from the C–H bond of cubanes, followed by conjugate addition of the generated cubyl radicals to various Michael acceptors. Synthetic applications of the developed functionalization method are also described.

Keywords

cubane
C–H functionalization
hydrogen atom transfer catalyst

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Version History

Aug 17, 2023 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-s8fkr
D O I: 10.26434/chemrxiv-2023-s8fkr [opens in a new tab]

Funding

Japan Society for the Promotion of Science
JP21K15218, JP23K14315
The Tokyo Biochemical Research Foundation
Teijin Pharma Award in Synthetic Organic Chemistry, Japan
Japan Agency for Medical Research and Development
JP22ama121040j0001

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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