Issue 10, 2020, Issue in Progress
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RSC Advances

Direct use of 1,3-dienes for the allylation of ketones via catalytic hydroindation†

Itaru Suzuki, ORCID logo a   Kensuke Yagi,b   Shinji Miyamotoa  and  Ikuya Shibata*a  

* Corresponding authors

a Research Center for Environmental Preservation, Osaka University, 2-4 Yamadaoka, Suita, Osaka 565-0871, Japan
E-mail: shibata@epc.osaka-u.ac.jp

b Division of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1, Yamadaoka, Suita, Osaka 565-0871, Japan

Abstract

In this study, in situ catalytically generated allylic indium from 1,3 dienes and InCl2H was developed for use in the allylation of ketones. This protocol resulted in the unprecedented establishment of a successive combining of quaternary C–C bonds, which could then be applied to many types of ketones. Other branched 1,3 dienes and vinyl cyclopropanes, could also be coupled with ketones in a reaction where CuH would not be applicable.

Graphical abstract: Direct use of 1,3-dienes for the allylation of ketones via catalytic hydroindation

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Article information

DOI
https://doi.org/10.1039/D0RA00853B
Article type
Paper
Submitted
26 Nov 2019
Accepted
30 Jan 2020
First published
06 Feb 2020
This article is Open Access
Creative Commons BY license

RSC Adv., 2020,10, 6030-6034

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Direct use of 1,3-dienes for the allylation of ketones via catalytic hydroindation

I. Suzuki, K. Yagi, S. Miyamoto and I. Shibata, RSC Adv., 2020, 10, 6030 DOI: 10.1039/D0RA00853B

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