Literature DB >> 31769768

Catalyst-free electrochemical decarboxylative cross-coupling of N-hydroxyphthalimide esters and N-heteroarenes towards C(sp3)-C(sp2) bond formation.

Yichang Liu1, Liwei Xue1, Biyin Shi1, Faxiang Bu1, Dan Wang1, Lijun Lu1, Renyi Shi1, Aiwen Lei2.   

Abstract

Cheap and widely available carboxylic acids are a class of ideal substrates to construct valuable compounds. As a candidate of decarboxylative reactions, the acid-based neutral N-hydroxyphthalimide ester undergoes a reductive decarboxylative process rather than a common oxidative decarboxylative process, which is a potential transformation mode for new reactions. In this work, we developed an electrochemical C(sp3)-C(sp2) coupling of N-hydroxyphthalimide esters and N-heteroarenes without any catalysts. Remarkably, this electrochemical protocol can not only be directly realised by carboxylic acids in a one-pot fashion, but also be scaled up using a continuous-flow reactor.

Entities:  

Year:  2019        PMID: 31769768     DOI: 10.1039/c9cc08528a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Regio- and Stereoselective Electrochemical Alkylation of Morita-Baylis-Hillman Adducts.

Authors:  Giulio Bertuzzi; Giada Ombrosi; Marco Bandini
Journal:  Org Lett       Date:  2022-06-14       Impact factor: 6.072

2.  General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides.

Authors:  Roberto Del Río-Rodríguez; Lorena Fragoso-Jarillo; Alberto F Garrido-Castro; M Carmen Maestro; Jose A Fernández-Salas; José Alemán
Journal:  Chem Sci       Date:  2022-05-06       Impact factor: 9.969

3.  Electrochemical Nozaki-Hiyama-Kishi Coupling: Scope, Applications, and Mechanism.

Authors:  Yang Gao; David E Hill; Wei Hao; Brendon J McNicholas; Julien C Vantourout; Ryan G Hadt; Sarah E Reisman; Donna G Blackmond; Phil S Baran
Journal:  J Am Chem Soc       Date:  2021-06-15       Impact factor: 16.383

4.  Practical and Regioselective Synthesis of C-4-Alkylated Pyridines.

Authors:  Jin Choi; Gabriele Laudadio; Edouard Godineau; Phil S Baran
Journal:  J Am Chem Soc       Date:  2021-07-28       Impact factor: 16.383

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.