Literature DB >> 28245131

Propargyl Alcohols as One-Carbon Synthons: Redox-Neutral Rhodium(III)-Catalyzed C-H Bond Activation for the Synthesis of Isoindolinones Bearing a Quaternary Carbon.

Xiaowei Wu1,2, Bao Wang1,3, Yu Zhou1, Hong Liu1.   

Abstract

Herein, rhodium(III)-catalyzed C-H activation/subsequent [4 + 1] cyclization reactions between benzamides and propargyl alcohols are reported in which propargyl alcohols serve as unusual one-carbon units. This title transformation led to a series of isoindolinones bearing a quaternary carbon with moderate to good yields without the requirement for external metal oxidants. Due to the mild and simple reaction conditions, this reaction is compatible with various functional groups.

Entities:  

Year:  2017        PMID: 28245131     DOI: 10.1021/acs.orglett.7b00089

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


  8 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-Catalyzed [4 + 1] Cyclization via C-H Activation for the Synthesis of Divergent Heterocycles Bearing a Quaternary Carbon.

Authors:  Xiaowei Wu; Haitao Ji
Journal:  J Org Chem       Date:  2018-04-09       Impact factor: 4.354

4.  Organocatalytic sulfa-Michael/aldol cascade: constructing functionalized 2,5-dihydrothiophenes bearing a quaternary carbon stereocenter.

Authors:  Xiao-Yu Zhu; Mei-Heng Lv; Ya-Nan Zhao; Li-Yan Lan; Wen-Ze Li; Lin-Jiu Xiao
Journal:  RSC Adv       Date:  2018-10-03       Impact factor: 4.036

5.  Scalable (Enantioselective) Syntheses of Novel 3-Methylated Analogs of Pazinaclone, (S)-PD172938 and Related Biologically Relevant Isoindolinones.

Authors:  Antonia Di Mola; Giorgia Nicastro; Lorenzo Serusi; Rosanna Filosa; Mario Waser; Antonio Massa
Journal:  Molecules       Date:  2022-09-01       Impact factor: 4.927

6.  Ruthenium-catalyzed cascade C-H activation/annulation of N-alkoxybenzamides: reaction development and mechanistic insight.

Authors:  Liangliang Song; Xiaoyong Zhang; Xiao Tang; Luc Van Meervelt; Johan Van der Eycken; Jeremy N Harvey; Erik V Van der Eycken
Journal:  Chem Sci       Date:  2020-09-28       Impact factor: 9.825

7.  Mechanistic Insights into the Dual Directing Group-Mediated C-H Functionalization/Annulation via a Hydroxyl Group-Assisted MIII-MV-MIII Pathway.

Authors:  Huiying Xu; Mengyao Bian; Zhi Zhou; Hui Gao; Wei Yi
Journal:  ACS Omega       Date:  2021-07-01

Review 8.  Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.

Authors:  Risto Savela; Carolina Méndez-Gálvez
Journal:  Chemistry       Date:  2021-02-02       Impact factor: 5.236

  8 in total

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