Literature DB >> 29584438

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

Xiaowei Wu1, Haitao Ji1,2.   

Abstract

A ruthenium-catalyzed C-H allylation of indoles with allyl alcohols via β-hydroxide elimination is reported. Without external oxidants and expensive additives, this reaction features mild reaction conditions, compatibility with various functional groups, and good to excellent regioselectivity and stereoselectivity.

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Year:  2018        PMID: 29584438      PMCID: PMC7771326          DOI: 10.1021/acs.orglett.8b00567

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


  40 in total

1.  On the interpretation of deuterium kinetic isotope effects in C-H bond functionalizations by transition-metal complexes.

Authors:  Eric M Simmons; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-05       Impact factor: 15.336

2.  Highly selective mild stepwise allylation of N-methoxybenzamides with allenes.

Authors:  Rong Zeng; Chunling Fu; Shengming Ma
Journal:  J Am Chem Soc       Date:  2012-06-04       Impact factor: 15.419

3.  Copper-catalyzed C-H functionalization reactions: efficient synthesis of heterocycles.

Authors:  Xun-Xiang Guo; Da-Wei Gu; Zhengxing Wu; Wanbin Zhang
Journal:  Chem Rev       Date:  2014-12-22       Impact factor: 60.622

4.  Rhodium(III)-catalyzed C-C coupling of arenes with 2-vinyloxiranes: synthesis of allylic alcohols.

Authors:  Songjie Yu; Xingwei Li
Journal:  Org Lett       Date:  2014-02-07       Impact factor: 6.005

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

Authors:  Gangam Srikanth Kumar; Manmohan Kapur
Journal:  Org Lett       Date:  2016-02-19       Impact factor: 6.005

6.  Rhodium-catalysed direct C-H allylation of N-sulfonyl ketimines with allyl carbonates.

Authors:  Shu-Tao Mei; Nan-Jin Wang; Qin Ouyang; Ye Wei
Journal:  Chem Commun (Camb)       Date:  2015-02-18       Impact factor: 6.222

7.  Analysis of the concerted metalation-deprotonation mechanism in palladium-catalyzed direct arylation across a broad range of aromatic substrates.

Authors:  Serge I Gorelsky; David Lapointe; Keith Fagnou
Journal:  J Am Chem Soc       Date:  2008-07-29       Impact factor: 15.419

8.  Temperature-controlled redox-neutral ruthenium(ii)-catalyzed regioselective allylation of benzamides with allylic acetates.

Authors:  Rajendran Manikandan; Masilamani Jeganmohan
Journal:  Org Biomol Chem       Date:  2016-08-10       Impact factor: 3.876

9.  Cp*Rh(III)-Catalyzed Low Temperature C-H Allylation of N-Aryl-trichloro Acetimidamide.

Authors:  Suvankar Debbarma; Sourav Sekhar Bera; Modhu Sudan Maji
Journal:  J Org Chem       Date:  2016-11-17       Impact factor: 4.354

10.  Ruthenium(II)-catalyzed oxidative C-H alkenylations of sulfonic acids, sulfonyl chlorides and sulfonamides.

Authors:  Wenbo Ma; Ruhuai Mei; Giammarco Tenti; Lutz Ackermann
Journal:  Chemistry       Date:  2014-10-03       Impact factor: 5.236

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  5 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.  Recent advances in theoretical studies on transition-metal-catalyzed regioselective C-H functionalization of indoles.

Authors:  Hongsheng Ma; Tongyan Yu; Longxiao Chi; Cong Huang; Xuwen Li; Rui Zhang; Chao Deng
Journal:  J Mol Model       Date:  2022-08-22       Impact factor: 2.172

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

4.  Iridium-Catalyzed Enantioselective Intermolecular Indole C2-Allylation.

Authors:  James A Rossi-Ashton; Aimee K Clarke; James R Donald; Chao Zheng; Richard J K Taylor; William P Unsworth; Shu-Li You
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-11       Impact factor: 15.336

5.  Mild and Practical Indole C2 Allylation by Allylboration of in situ Generated 3-Chloroindolenines.

Authors:  Jordy M Saya; Ellen D H van Wordragen; Romano V A Orru; Eelco Ruijter
Journal:  European J Org Chem       Date:  2019-01-17
  5 in total

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