Literature DB >> 31960672

Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins.

Anas Alkayal1, Volodymyr Tabas1, Stephanie Montanaro1, Iain A Wright1, Andrei V Malkov1, Benjamin R Buckley1.   

Abstract

The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.

Entities:  

Year:  2020        PMID: 31960672     DOI: 10.1021/jacs.9b13305

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism.

Authors:  Wen Zhang; Song Lin
Journal:  J Am Chem Soc       Date:  2020-11-24       Impact factor: 15.419

2.  CuH-Catalyzed Regio- and Enantioselective Hydrocarboxylation of Allenes: Toward Carboxylic Acids with Acyclic Quaternary Centers.

Authors:  Sheng Feng; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2021-03-24       Impact factor: 15.419

3.  Basicity as a Thermodynamic Descriptor of Carbanions Reactivity with Carbon Dioxide: Application to the Carboxylation of α,β-Unsaturated Ketones.

Authors:  Pietro Franceschi; Catia Nicoletti; Ruggero Bonetto; Marcella Bonchio; Mirco Natali; Luca Dell'Amico; Andrea Sartorel
Journal:  Front Chem       Date:  2021-11-24       Impact factor: 5.221

Review 4.  Electrocatalysis with Molecular Transition-Metal Complexes for Reductive Organic Synthesis.

Authors:  Nicolas Kaeffer; Walter Leitner
Journal:  JACS Au       Date:  2022-05-31

5.  Nickel-catalyzed electrochemical carboxylation of unactivated aryl and alkyl halides with CO2.

Authors:  Guo-Quan Sun; Wei Zhang; Li-Li Liao; Li Li; Zi-Hao Nie; Jin-Gui Wu; Zhen Zhang; Da-Gang Yu
Journal:  Nat Commun       Date:  2021-12-06       Impact factor: 14.919

  5 in total

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