Literature DB >> 27467781

Synthesis of Functionalized gem-Difluoroalkenes via a Photocatalytic Decarboxylative/Defluorinative Reaction.

Tiebo Xiao1, Linyong Li1, Lei Zhou1.   

Abstract

A photocatalytic decarboxylative/defluorinative reaction of α-trifluoromethyl alkenes with α-keto acids and α-amino acids has been developed. The reaction occurs at room temperature under visible light irradiation, affording various γ,γ-difluoroallylic ketones and 1,1-difluorohomoallyl amines in good yields. The synthetic applications of the resulting functionalized gem-difluoroalkenes were also described.

Entities:  

Year:  2016        PMID： 27467781     DOI： 10.1021/acs.joc.6b01620

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  20 in total

1.  Photoredox-Mediated Net-Neutral Radical/Polar Crossover Reactions.

Authors:  Rebecca J Wiles; Gary A Molander
Journal:  Isr J Chem       Date:  2020-02-18       Impact factor: 3.333

2.  Catalyzing the Hydrodefluorination of CF3-Substituted Alkenes by PhSiH3. H• Transfer from a Nickel Hydride.

Authors:  Chengbo Yao; Shuai Wang; Jack Norton; Matthew Hammond
Journal:  J Am Chem Soc       Date:  2020-01-24       Impact factor: 15.419

3.  Open-Air Alkylation Reactions in Photoredox-Catalyzed DNA-Encoded Library Synthesis.

Authors:  James P Phelan; Simon B Lang; Jaehoon Sim; Simon Berritt; Andrew J Peat; Katelyn Billings; Lijun Fan; Gary A Molander
Journal:  J Am Chem Soc       Date:  2019-02-12       Impact factor: 15.419

4.  Photoredox Radical/Polar Crossover Enables Construction of Saturated Nitrogen Heterocycles.

Authors:  Loïc R E Pantaine; John A Milligan; Jennifer K Matsui; Christopher B Kelly; Gary A Molander
Journal:  Org Lett       Date:  2019-03-12       Impact factor: 6.005

Review 5.  Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

Authors:  Kitae Kwon; R Thomas Simons; Meganathan Nandakumar; Jennifer L Roizen
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 60.622

6.  Multifunctional Building Blocks Compatible with Photoredox-Mediated Alkylation for DNA-Encoded Library Synthesis.

Authors:  Shorouk O Badir; Jaehoon Sim; Katelyn Billings; Adam Csakai; Xuange Zhang; Weizhe Dong; Gary A Molander
Journal:  Org Lett       Date:  2020-01-15       Impact factor: 6.005

7.  Photoredox Generation of Carbon-Centered Radicals Enables the Construction of 1,1-Difluoroalkene Carbonyl Mimics.

Authors:  Simon B Lang; Rebecca J Wiles; Christopher B Kelly; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-24       Impact factor: 15.336

8.  Developments in Photoredox-Mediated Alkylation for DNA-Encoded Libraries.

Authors:  Shivani Patel; Shorouk O Badir; Gary A Molander
Journal:  Trends Chem       Date:  2020-12-29

9.  Chemoselective catalytic hydrodefluorination of trifluoromethylalkenes towards mono-/gem-di-fluoroalkenes under metal-free conditions.

Authors:  Jingjing Zhang; Jin-Dong Yang; Jin-Pei Cheng
Journal:  Nat Commun       Date:  2021-05-14       Impact factor: 14.919

10.  Aluminum-catalyzed tunable halodefluorination of trifluoromethyl- and difluoroalkyl-substituted olefins.

Authors:  Zhong Liu; Xian-Shuang Tu; Le-Tao Guo; Xiao-Chen Wang
Journal:  Chem Sci       Date:  2020-10-01       Impact factor: 9.825
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