Literature DB >> 26066758

Regioselective Metal-Free Cross-Coupling of Quinoline N-Oxides with Boronic Acids.

Luis Bering1,2, Andrey P Antonchick1,2.   

Abstract

A novel and operationally simple one-step C-H bond functionalization of quinoline N-oxides to 2-substituted quinolines was developed. This approach enables the regioselective functionalization under external oxidant- and metal-free conditions. The developed transformation represents the first application of the Petasis reaction in functionalization of heterocycles.

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Year:  2015        PMID： 26066758     DOI： 10.1021/acs.orglett.5b01456

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


  8 in total

1.  Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles.

Authors:  Alexandra C Sun; Edward J McClain; Joel W Beatty; Corey R J Stephenson
Journal:  Org Lett       Date:  2018-06-01       Impact factor: 6.005

2.  Microwave-assisted, rapid synthesis of 2-vinylquinolines and evaluation of their antimalarial activity.

Authors:  Guang Huang; Claribel Murillo Solano; Yuxin Su; Nameer Ezzat; Shino Matsui; Liuyu Huang; Debopam Chakrabarti; Yu Yuan
Journal:  Tetrahedron Lett       Date:  2019-05-28       Impact factor: 2.415

3.  KO t Bu-promoted oxidative dimerizations of 2-methylquinolines to 2-alkenyl bisquinolines with molecular oxygen.

Authors:  Zhen Wang; Jinjin Zhang; Jianxue Shi; Huiqiao Wang
Journal:  RSC Adv       Date:  2019-09-23       Impact factor: 4.036

4.  Photoredox-mediated Minisci C-H alkylation of N-heteroarenes using boronic acids and hypervalent iodine.

Authors:  Guo-Xing Li; Christian A Morales-Rivera; Yaxin Wang; Fang Gao; Gang He; Peng Liu; Gong Chen
Journal:  Chem Sci       Date:  2016-07-12       Impact factor: 9.825

5.  Reactivity and Synthetic Applications of Multicomponent Petasis Reactions.

Authors:  Peng Wu; Michael Givskov; Thomas E Nielsen
Journal:  Chem Rev       Date:  2019-08-27       Impact factor: 60.622

6.  Deoxygenative C2-heteroarylation of quinoline N-oxides: facile access to α-triazolylquinolines.

Authors:  Geetanjali S Sontakke; Rahul K Shukla; Chandra M R Volla
Journal:  Beilstein J Org Chem       Date:  2021-02-17       Impact factor: 2.883

Review 7.  Recent synthetic efforts in the preparation of 2-(3,4)-alkenyl (aryl) quinoline molecules towards anti-kinetoplastid agents.

Authors:  Dayana Orozco; Vladimir V Kouznetsov; Armando Bermúdez; Leonor Y Vargas Méndez; Arturo René Mendoza Salgado; Carlos Mario Meléndez Gómez
Journal:  RSC Adv       Date:  2020-01-29       Impact factor: 4.036

8.  Practical iridium-catalyzed direct α-arylation of N-heteroarenes with (hetero)arylboronic acids by H2O-mediated H2 evolution.

Authors:  Liang Cao; He Zhao; Rongqing Guan; Huanfeng Jiang; Pierre H Dixneuf; Min Zhang
Journal:  Nat Commun       Date:  2021-07-09       Impact factor: 14.919
  8 in total

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