Literature DB >> 32396012

Catalytic Aerobic Cross-Dehydrogenative Coupling of Azlactones en Route to α,α-Disubstituted α-Amino Acids.

Taro Tsuji1, Takafumi Tanaka1, Tsukushi Tanaka1, Ryo Yazaki1, Takashi Ohshima1.   

Abstract

We developed a catalytic aerobic method to synthesize α,α-disubstituted α-amino acids through cross-dehydrogenative coupling of azlactones. Combining an iron catalyst with a bisoxazolidine ligand resulted in high catalytic performance, and cross-coupling with an indole proceeded smoothly under aerobic conditions. A wide variety of α-aryl and aliphatic amino acid derived azlactones were applied to the present catalysis. In addition, a quaternary carbon could be constructed using oxindole and benzofuranone under aerobic conditions.

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Year:  2020        PMID: 32396012     DOI: 10.1021/acs.orglett.0c01248

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Copper Catalyzed Oxidative Arylation of Tertiary Carbon Centers.

Authors:  Prakash Basnet; Melissa B Sebold; Charles E Hendrick; Marisa C Kozlowski
Journal:  Org Lett       Date:  2020-12-02       Impact factor: 6.005

2.  Improved Method for Preparation of 3-(1H-Indol-3-yl)benzofuran-2(3H)-ones.

Authors:  Igor Yu Grishin; Nikolai A Arutiunov; Dmitrii A Aksenov; Nicolai A Aksenov; Alexander V Aksenov; Amina Z Gasanova; Elena A Sorokina; Carolyn Lower; Michael Rubin
Journal:  Molecules       Date:  2022-03-15       Impact factor: 4.411

  2 in total

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