Literature DB >> 31513423

i-Pr2NMgCl·LiCl Enables the Synthesis of Ketones by Direct Addition of Grignard Reagents to Carboxylate Anions.

Kilian Colas1, A Catarina V D Dos Santos1, Abraham Mendoza1.   

Abstract

The direct preparation of ketones from carboxylate anions is greatly limited by the required use of organolithium reagents or activated acyl sources that need to be independently prepared. Herein, a specific magnesium amide additive is used to activate and control the addition of more tolerant Grignard reagents to carboxylate anions. This strategy enables the modular synthesis of ketones from CO2 and the preparation of isotopically labeled pharmaceutical building blocks in a single operation.

Entities:  

Year:  2019        PMID: 31513423     DOI: 10.1021/acs.orglett.9b02899

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


  6 in total

1.  Copper-Free Alternatives to Access Ketone Building Blocks from Grignard Reagents.

Authors:  Christoph Taeschler; Eva Kirchner; Emilia Păunescu; Ulrich Mayerhöffer
Journal:  ACS Omega       Date:  2022-01-14

2.  Mg3N2-assisted one-pot synthesis of 1,3-disubstituted imidazo[1,5-a]pyridine.

Authors:  Suhas G Patil; Jagannath S Jadhav; Sagar T Sankpal
Journal:  RSC Adv       Date:  2020-03-23       Impact factor: 4.036

3.  Direct Addition of Grignard Reagents to Aliphatic Carboxylic Acids Enabled by Bulky turbo-Organomagnesium Anilides.

Authors:  Kilian Colas; A Catarina V D Dos Santos; Stefanie V Kohlhepp; Abraham Mendoza
Journal:  Chemistry       Date:  2022-01-27       Impact factor: 5.020

4.  Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones.

Authors:  Anna V Bay; Keegan P Fitzpatrick; Gisela A González-Montiel; Abdikani Omar Farah; Paul Ha-Yeon Cheong; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-14       Impact factor: 16.823

5.  Decarboxylative Alkyl Coupling Promoted by NADH and Blue Light.

Authors:  Rajdip Chowdhury; Zhunzhun Yu; My Linh Tong; Stefanie V Kohlhepp; Xiang Yin; Abraham Mendoza
Journal:  J Am Chem Soc       Date:  2020-10-30       Impact factor: 15.419

6.  Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate.

Authors:  Victoria S Pfennig; Romina C Villella; Julia Nikodemus; Carsten Bolm
Journal:  Angew Chem Int Ed Engl       Date:  2022-01-19       Impact factor: 16.823

  6 in total

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