Copper-catalyzed aerobic double functionalization of benzylic C(sp3)-H bonds for the synthesis of 3-hydroxyisoindolinones

Kanako Nozawa-Kumada; Yuta Matsuzawa; Kanako Ono; Masanori Shigeno; Yoshinori Kondo

doi:10.1039/d1cc02870g

Copper-catalyzed aerobic double functionalization of benzylic C(sp³)-H bonds for the synthesis of 3-hydroxyisoindolinones

Kanako Nozawa-Kumada, Yuta Matsuzawa, Kanako Ono, Masanori Shigeno, Yoshinori Kondo

PHA - Molecular Pharmaceutical Science

Tohoku University

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

7 Citations (Scopus)

Abstract

A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance.

Original language	English
Pages (from-to)	8604-8607
Number of pages	4
Journal	Chemical Communications
Volume	57
Issue number	69
DOIs	https://doi.org/10.1039/d1cc02870g
Publication status	Published - 2021 Sept 7

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abstract = "A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance.",

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T1 - Copper-catalyzed aerobic double functionalization of benzylic C(sp3)-H bonds for the synthesis of 3-hydroxyisoindolinones

AU - Nozawa-Kumada, Kanako

AU - Matsuzawa, Yuta

AU - Ono, Kanako

AU - Shigeno, Masanori

AU - Kondo, Yoshinori

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2021/9/7

Y1 - 2021/9/7

N2 - A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance.

AB - A copper-catalyzed aerobic 3-hydroxyisoindolinone synthesis was developed via the benzylic double C(sp3)-H functionalization of 2-alkylbenzamides. In this reaction, molecular oxygen was used as both an oxidant for C(sp3)-H functionalization and an oxygen source. Our method can be extended to diverse benzylic C(sp3)-H bonds and shows excellent functional group tolerance.

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U2 - 10.1039/d1cc02870g

DO - 10.1039/d1cc02870g

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JO - Chemical Communications

JF - Chemical Communications

IS - 69

ER -

Copper-catalyzed aerobic double functionalization of benzylic C(sp³)-H bonds for the synthesis of 3-hydroxyisoindolinones

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