Literature DB >> 25383663

Rhodium(III)-catalyzed C-H/C-C activation sequence: vinylcyclopropanes as versatile synthons in direct C-H allylation reactions.

Jia-Qiang Wu1, Zhi-Ping Qiu, Shang-Shi Zhang, Jing-Gong Liu, Ye-Xing Lao, Lian-Quan Gu, Zhi-Shu Huang, Juan Li, Honggen Wang.   

Abstract

Succession of C-H activation and C-C activation was achieved by using a single rhodium(III) catalyst. Vinylcyclopropanes were used as versatile coupling partners. Mechanistic studies suggest that the olefin insertion step is rate-determining and a facile β-carbon elimination is involved, which represents a novel ring opening mode of vinylcyclopropanes.

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Year:  2015        PMID: 25383663     DOI: 10.1039/c4cc07839j

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


  12 in total

1.  Ruthenium-Catalyzed C-H Allylation of Alkenes with Allyl Alcohols via C-H Bond Activation in Aqueous Solution.

Authors:  Xiaowei Wu; Haitao Ji
Journal:  J Org Chem       Date:  2018-09-21       Impact factor: 4.354

Review 2.  A Simple and Versatile Amide Directing Group for C-H Functionalizations.

Authors:  Ru-Yi Zhu; Marcus E Farmer; Yan-Qiao Chen; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-01       Impact factor: 15.336

3.  Radical differentiation of two ester groups in unsymmetrical diazomalonates for highly asymmetric olefin cyclopropanation.

Authors:  Jingyi Wang; Jingjing Xie; Wan-Chen Cindy Lee; Duo-Sheng Wang; X Peter Zhang
Journal:  Chem Catal       Date:  2021-12-29

4.  Ruthenium(II)-Catalyzed Regio- and Stereoselective C-H Allylation of Indoles with Allyl Alcohols.

Authors:  Xiaowei Wu; Haitao Ji
Journal:  Org Lett       Date:  2018-03-27       Impact factor: 6.005

Review 5.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

6.  Palladium-Catalyzed Cascade to Benzoxepins by Using Vinyl-Substituted Donor-Acceptor Cyclopropanes.

Authors:  Matteo Faltracco; Koen N A van de Vrande; Martijn Dijkstra; Jordy M Saya; Trevor A Hamlin; Eelco Ruijter
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-26       Impact factor: 15.336

7.  Manganese-catalyzed allylation via sequential C-H and C-C/C-Het bond activation.

Authors:  Qingquan Lu; Felix J R Klauck; Frank Glorius
Journal:  Chem Sci       Date:  2017-02-24       Impact factor: 9.825

8.  Carbonyl-assisted reverse regioselective cascade annulation of 2-acetylenic ketones triggered by Ru-catalyzed C-H activation.

Authors:  Krishna Kumar Gollapelli; Shivakrishna Kallepu; Nagendra Govindappa; Jagadeesh Babu Nanubolu; Rambabu Chegondi
Journal:  Chem Sci       Date:  2016-04-12       Impact factor: 9.825

9.  Transition Metal-Catalyzed Selective Carbon-Carbon Bond Cleavage of Vinylcyclopropanes in Cycloaddition Reactions.

Authors:  Jianhua Wang; Stephanie A Blaszczyk; Xiaoxun Li; Weiping Tang
Journal:  Chem Rev       Date:  2020-08-05       Impact factor: 72.087

Review 10.  Hydroarylations by cobalt-catalyzed C-H activation.

Authors:  Rajagopal Santhoshkumar; Chien-Hong Cheng
Journal:  Beilstein J Org Chem       Date:  2018-08-29       Impact factor: 2.883

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