Literature DB >> 33016072

Structurally Modified Norbornenes: A Key Factor to Modulate Reaction Selectivity in the Palladium/Norbornene Cooperative Catalysis.

Renhe Li1, Guangbin Dong1.   

Abstract

n class="Chemical">Palladium/norbornenen> (Pd/NBE) cooperative catalysis has received enormous attention and found numerous synthetic applications in the past two decades. Considering the critical roles that NBE plays in the catalytic cycle, the use of structurally modified NBEs (smNBEs), starting from 2015, has become an important approach to address limitations and modulate reaction selectivity in Pd/NBE catalysis. This Perspective highlights the development of three types of smNBEs: C1-substituted, C2-substituted, and C5-substituted or C5,C6-disubstituted NBEs, as well as their synthetic applications toward site-selective C-H functionalization. A focus is on the structure-activity relationship of smNBEs in these reactions, and rationales for using smNBEs in many cases have also been provided.

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Year:  2020        PMID: 33016072      PMCID: PMC8011229          DOI: 10.1021/jacs.0c09193

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


  55 in total

1.  Simple Amine-Directed Meta-Selective C-H Arylation via Pd/Norbornene Catalysis.

Authors:  Zhe Dong; Jianchun Wang; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2015-04-28       Impact factor: 15.419

2.  Of the ortho effect in palladium/norbornene-catalyzed reactions: a theoretical investigation.

Authors:  Giovanni Maestri; Elena Motti; Nicola Della Ca'; Max Malacria; Etienne Derat; Marta Catellani
Journal:  J Am Chem Soc       Date:  2011-05-12       Impact factor: 15.419

3.  meta C-H Arylation of Electron-Rich Arenes: Reversing the Conventional Site Selectivity.

Authors:  Luo-Yan Liu; Jennifer X Qiao; Kap-Sun Yeung; William R Ewing; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2019-09-06       Impact factor: 15.419

4.  Redox-Neutral ortho Functionalization of Aryl Boroxines via Palladium/Norbornene Cooperative Catalysis.

Authors:  Renhe Li; Feipeng Liu; Guangbin Dong
Journal:  Chem       Date:  2019-03-07       Impact factor: 22.804

5.  Remote site-selective C-H activation directed by a catalytic bifunctional template.

Authors:  Zhipeng Zhang; Keita Tanaka; Jin-Quan Yu
Journal:  Nature       Date:  2017-03-08       Impact factor: 49.962

6.  Direct Vicinal Difunctionalization of Thiophenes Enabled by the Palladium/Norbornene Cooperative Catalysis.

Authors:  Renhe Li; Yun Zhou; Xiaolong Xu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2019-11-22       Impact factor: 15.419

7.  Enantioselective remote meta-C-H arylation and alkylation via a chiral transient mediator.

Authors:  Hang Shi; Alastair N Herron; Ying Shao; Qian Shao; Jin-Quan Yu
Journal:  Nature       Date:  2018-06-18       Impact factor: 49.962

8.  Synthesis of indolines via a palladium/norbornene-catalyzed reaction of aziridines with aryl iodides.

Authors:  Ce Liu; Yujie Liang; Nian Zheng; Bo-Sheng Zhang; Yuan Feng; Siwei Bi; Yong-Min Liang
Journal:  Chem Commun (Camb)       Date:  2018-03-29       Impact factor: 6.222

9.  Sulfenamide-enabled ortho thiolation of aryl iodides via palladium/norbornene cooperative catalysis.

Authors:  Renhe Li; Yun Zhou; Ki-Young Yoon; Zhe Dong; Guangbin Dong
Journal:  Nat Commun       Date:  2019-08-07       Impact factor: 14.919

10.  Differentiation and functionalization of remote C-H bonds in adjacent positions.

Authors:  Hang Shi; Yi Lu; Jiang Weng; Katherine L Bay; Xiangyang Chen; Keita Tanaka; Pritha Verma; Kendall N Houk; Jin-Quan Yu
Journal:  Nat Chem       Date:  2020-03-02       Impact factor: 24.427

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  9 in total

1.  Rapid Access to Multisubstituted Acrylamides from Cyclic Ketones via Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhao Wu; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-04       Impact factor: 15.336

2.  Redox-Neutral Vicinal Difunctionalization of Five-Membered Heteroarenes with Dual Electrophiles.

Authors:  Renhe Li; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-10       Impact factor: 15.336

3.  RhodiumIII-catalyzed remote difunctionalization of arenes assisted by a relay directing group.

Authors:  Lincong Sun; Yuyao Zhao; Bingxian Liu; Junbiao Chang; Xingwei Li
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

4.  Synthesis of indoles, indolines, and carbazoles via palladium-catalyzed C─H activation.

Authors:  Alexander J Rago; Guangbin Dong
Journal:  Green Synth Catal       Date:  2021-03-04

5.  Palladium/norbornene-catalyzed distal alkenyl C-H arylation and alkylation of cis-olefins.

Authors:  Zhao Wu; Nina Fatuzzo; Guangbin Dong
Journal:  Tetrahedron       Date:  2021-05-11       Impact factor: 2.388

6.  Carbonyl 1,2-transposition through triflate-mediated α-amination.

Authors:  Zhao Wu; Xiaolong Xu; Jianchun Wang; Guangbin Dong
Journal:  Science       Date:  2021-11-04       Impact factor: 63.714

7.  Synthesis of C3,C4-Disubstituted Indoles via the Palladium/Norbornene-Catalyzed ortho-Amination/ipso-Heck Cyclization.

Authors:  Alexander J Rago; Guangbin Dong
Journal:  Org Lett       Date:  2021-04-26       Impact factor: 6.072

8.  S,O-Ligand Promoted meta-C-H Arylation of Anisole Derivatives via Palladium/Norbornene Catalysis.

Authors:  Verena Sukowski; Manuela van Borselen; Simon Mathew; M Ángeles Fernández-Ibáñez
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-21       Impact factor: 16.823

9.  Modular Entry to Functionalized Tetrahydrobenzo[b]azepines via the Palladium/Norbornene Cooperative Catalysis Enabled by a C7-Modified Norbornene.

Authors:  Xin Liu; Jianchun Wang; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2021-06-23       Impact factor: 16.383

  9 in total

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