Synthesis 2018; 50(15): 2936-2947
DOI: 10.1055/s-0036-1591983
special topic
© Georg Thieme Verlag Stuttgart · New York

Organophotoredox/Copper Hybrid Catalysis for Regioselective Allylic­ Aminodecarboxylation of β,γ-Unsaturated Carboxylic Acids

Anne-Doriane Manick
Graduate School of Pharmaceutical of Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan   Email: oisaki@mol.f.u-tokyo.ac.jp   Email: kanai@mol.f.u-tokyo.ac.jp
,
Hirotaka Tanaka
Graduate School of Pharmaceutical of Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan   Email: oisaki@mol.f.u-tokyo.ac.jp   Email: kanai@mol.f.u-tokyo.ac.jp
,
Kounosuke Oisaki*
Graduate School of Pharmaceutical of Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan   Email: oisaki@mol.f.u-tokyo.ac.jp   Email: kanai@mol.f.u-tokyo.ac.jp
,
Graduate School of Pharmaceutical of Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan   Email: oisaki@mol.f.u-tokyo.ac.jp   Email: kanai@mol.f.u-tokyo.ac.jp
› Author Affiliations
This work was supported by a JSPS postdoctoral fellowship (A.-D.M.), JSPS KAKENHI Grant Number JP16H01007 in Precisely Designed Catalysts with Customized Scaffolding (K.O.), and JSPS KAKENHI Grant Number JP17H06442 in Hybrid Catalysis (M.K.).
Further Information

Publication History

Received: 27 February 2018

Accepted after revision: 14 March 2018

Publication Date:
24 April 2018 (eFirst)

Published as part of the Special Topic Modern Radical Methods and their Strategic Applications in Synthesis

Abstract

A new cooperative organophotoredox/copper catalysis allowing for the conversion of β,γ-unsaturated carboxylic acids into allylic hydrazides via radical regioselective allylic decarboxylative amination is reported. The coexistence of the copper catalyst is essential for the high yield and regioselectivity.

Supporting Information

 
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