Literature DB >> 30585063

Rh(III)-Catalyzed meta-C-H Alkenylation with Alkynes.

Hua-Jin Xu1, Yan-Shang Kang1, Hang Shi2, Ping Zhang1, You-Ke Chen1, Bing Zhang1, Zhi-Qiang Liu1, Jing Zhao1, Wei-Yin Sun1, Jin-Quan Yu2, Yi Lu1.   

Abstract

Rh(III)-catalyzed meta-C-H functionalization reactions are still rare. Herein, we report the first example of Rh(III)-catalyzed meta-C-H alkenylation with disubstituted alkynes directed by a U-shaped nitrile template. Exclusive regio-selectivity has been achieved using unsymmetrical aryl and alkyl-disubstituted alkynes to afford synthetically valuable trisubstituted olefins. Propargyl alcohols are also compatible, affording complex allylic alcohols. Notably, transition metal-catalyzed meta-alkenylation with alkynes has not been successful with Pd catalysts.

Entities:  

Year:  2018        PMID: 30585063     DOI: 10.1021/jacs.8b11038

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


  10 in total

Review 1.  Prohibitin ligands: a growing armamentarium to tackle cancers, osteoporosis, inflammatory, cardiac and neurological diseases.

Authors:  Dong Wang; Redouane Tabti; Sabria Elderwish; Hussein Abou-Hamdan; Amel Djehal; Peng Yu; Hajime Yurugi; Krishnaraj Rajalingam; Canan G Nebigil; Laurent Désaubry
Journal:  Cell Mol Life Sci       Date:  2020-02-15       Impact factor: 9.261

Review 2.  Achieving Site-Selectivity for C-H Activation Processes Based on Distance and Geometry: A Carpenter's Approach.

Authors:  Guangrong Meng; Nelson Y S Lam; Erika L Lucas; Tyler G Saint-Denis; Pritha Verma; Nikita Chekshin; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2020-06-05       Impact factor: 15.419

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.  Directing group assisted rhodium catalyzed meta-C-H alkynylation of arenes.

Authors:  Sheuli Sasmal; Gaurav Prakash; Uttam Dutta; Ranjini Laskar; Goutam Kumar Lahiri; Debabrata Maiti
Journal:  Chem Sci       Date:  2022-04-20       Impact factor: 9.969

5.  Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)-H bonds.

Authors:  Shao-Long Qi; Yu-Peng Liu; Yi Li; Yu-Xin Luan; Mengchun Ye
Journal:  Nat Commun       Date:  2022-05-26       Impact factor: 17.694

6.  meta-Selective C-H Arylation of Fluoroarenes and Simple Arenes.

Authors:  Luo-Yan Liu; Jennifer X Qiao; Kap-Sun Yeung; William R Ewing; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-09       Impact factor: 15.336

7.  Rational Development of Remote C-H Functionalization of Biphenyl: Experimental and Computational Studies.

Authors:  Zhoulong Fan; Katherine L Bay; Xiangyang Chen; Zhe Zhuang; Han Seul Park; Kap-Sun Yeung; K N Houk; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-12       Impact factor: 15.336

8.  Rhodium catalyzed template-assisted distal para-C-H olefination.

Authors:  Uttam Dutta; Sudip Maiti; Sandeep Pimparkar; Siddhartha Maiti; Lawrence R Gahan; Elizabeth H Krenske; David W Lupton; Debabrata Maiti
Journal:  Chem Sci       Date:  2019-06-21       Impact factor: 9.825

9.  Pd(ii)-catalyzed meta-C-H bromination and chlorination of aniline and benzoic acid derivatives.

Authors:  Hao Wang; Lei Fu; Chunlin Zhou; Gang Li
Journal:  Chem Sci       Date:  2022-07-05       Impact factor: 9.969

10.  Rhodium-catalysed direct hydroarylation of alkenes and alkynes with phosphines through phosphorous-assisted C-H activation.

Authors:  Dingyi Wang; Ben Dong; Yandong Wang; Jiasheng Qian; Jinjun Zhu; Yue Zhao; Zhuangzhi Shi
Journal:  Nat Commun       Date:  2019-08-06       Impact factor: 14.919

  10 in total

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