Literature DB >> 29215292

Scalable Electrochemical Dehydrogenative Lactonization of C(sp2/sp3)-H Bonds.

Sheng Zhang1, Lijun Li1, Huiqiao Wang1, Qian Li1, Wenmin Liu1, Kun Xu1,2, Chengchu Zeng2.   

Abstract

A practical, electrochemical method is developed for the direct dehydrogenative lactonization of C(sp2/sp3)-H bonds under external oxidant- and metal-free conditions, delivering diverse lactones, including coumarin derivatives with excellent regioselectivity. The scalable nature of this newly developed electrochemical process was demonstrated on a 40 g scale following an operationally simple protocol. The remote lactonization of C(sp3)-H bonds would constitute an important synthetic advance toward electrochemical C-O bond formation.

Entities:  

Year:  2017        PMID: 29215292     DOI: 10.1021/acs.orglett.7b03617

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


  7 in total

1.  Further Studies on the [1,2]-Wittig Rearrangement of 2-(2-Benzyloxy)aryloxazolines.

Authors:  R Alan Aitken; Andrew D Harper; Ryan A Inwood
Journal:  Molecules       Date:  2022-05-17       Impact factor: 4.927

2.  Chemo- and regioselective benzylic C(sp3)-H oxidation bridging the gap between hetero- and homogeneous copper catalysis.

Authors:  Shantanu Nandi; Shuvam Mondal; Ranjan Jana
Journal:  iScience       Date:  2022-05-02

Review 3.  Electrochemistry and Photoredox Catalysis: A Comparative Evaluation in Organic Synthesis.

Authors:  Rik H Verschueren; Wim M De Borggraeve
Journal:  Molecules       Date:  2019-06-05       Impact factor: 4.411

4.  Electrochemical [4 + 1] Tandem sp3(C-H) Double Amination for the Direct Synthesis of 3-Acyl-Functionalized Imidazo[1,5-a]pyridines.

Authors:  Qiang Wang; Xia Yao; Xian-Jing Xu; Shuai Zhang; Lei Ren
Journal:  ACS Omega       Date:  2022-01-27

5.  Electrochemical oxidative N-H/P-H cross-coupling with H2 evolution towards the synthesis of tertiary phosphines.

Authors:  Yong Yuan; Xue Liu; Jingcheng Hu; Pengjie Wang; Shengchun Wang; Hesham Alhumade; Aiwen Lei
Journal:  Chem Sci       Date:  2022-02-14       Impact factor: 9.825

6.  Electroreductive coupling of 2-acylbenzoates with α,β-unsaturated carbonyl compounds: density functional theory study on product selectivity.

Authors:  Naoki Kise; Toshihiko Sakurai
Journal:  Beilstein J Org Chem       Date:  2022-08-02       Impact factor: 2.544

7.  Facile Electrochemical Intramolecular Amination of Urea-Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas.

Authors:  Nisar Ahmed; Saira Khatoon
Journal:  ChemistryOpen       Date:  2018-07-09       Impact factor: 2.911

  7 in total

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