Literature DB >> 26894585

Ruthenium-Catalyzed, Site-Selective C-H Allylation of Indoles with Allyl Alcohols as Coupling Partners.

Gangam Srikanth Kumar1, Manmohan Kapur1.   

Abstract

A new ruthenium-catalyzed, heteroatom-directed strategy for C-H allylation of indoles is described. The use of allyl alcohols as coupling partners as well as pyridine as the removable directing group is highlighted. This methodology provides access to C2-allylated indoles by utilizing a strategy that does not require prefunctionalization of either of the coupling partners.

Entities:  

Year:  2016        PMID: 26894585     DOI: 10.1021/acs.orglett.6b00217

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


  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

2.  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

3.  Rhodium(iii)-catalyzed C-H allylation of indoles with allyl alcohols via β-hydroxide elimination.

Authors:  Xiaowei Wu; Haitao Ji
Journal:  Org Biomol Chem       Date:  2018-08-08       Impact factor: 3.876

Review 4.  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

5.  Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

Authors:  Hua Zhang; Xiao-Yu Zhan; Yu Dong; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2020-04-30       Impact factor: 4.036

6.  Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence.

Authors:  Dong-Hang Tan; Yao-Fu Zeng; Yao Liu; Wen-Xin Lv; Qingjiang Li; Honggen Wang
Journal:  ChemistryOpen       Date:  2016-10-11       Impact factor: 2.911

7.  Dual vicinal functionalisation of heterocycles via an interrupted Pummerer coupling/[3,3]-sigmatropic rearrangement cascade.

Authors:  Mindaugas Šiaučiulis; Selma Sapmaz; Alexander P Pulis; David J Procter
Journal:  Chem Sci       Date:  2017-11-17       Impact factor: 9.825

8.  Metal-Free Synthesis of Functionalized Tetrasubstituted Alkenes by Three-Component Reaction of Alkynes, Iodine, and Sodium Sulfinates.

Authors:  Jitan Zhang; Zhenda Liang; Jun Wang; Ziyi Guo; Changqing Liu; Meihua Xie
Journal:  ACS Omega       Date:  2018-12-21

9.  Additive-Free Pd-Catalyzed α-Allylation of Imine-Containing Heterocycles.

Authors:  Marko Kljajic; Johannes G Puschnig; Hansjörg Weber; Rolf Breinbauer
Journal:  Org Lett       Date:  2016-12-12       Impact factor: 6.005

10.  Carboxylate-directed C-H allylation with allyl alcohols or ethers.

Authors:  Xiao-Qiang Hu; Zhiyong Hu; A Stefania Trita; Guodong Zhang; Lukas J Gooßen
Journal:  Chem Sci       Date:  2018-05-21       Impact factor: 9.825

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