Literature DB >> 25487732

Transition metal free intramolecular selective oxidative C(sp3)-N coupling: synthesis of N-aryl-isoindolinones from 2-alkylbenzamides.

Ajay Verma1, Saket Patel, Amit Kumar, Abhimanyu Yadav, Shailesh Kumar, Sadhan Jana, Shubham Sharma, Ch Durga Prasad, Sangit Kumar.   

Abstract

A synthetic method has been developed for the preparation of biologically important isoindolinones including indoprofen and DWP205190 drugs from 2-alkylbenzamide substrates by transition metal-free intramolecular selective oxidative coupling of C(sp(3))-H and N-H bonds utilizing iodine, potassium carbonate and di-tert-butyl peroxide in acetonitrile at 110-140 °C.

Entities:  

Year:  2015        PMID： 25487732     DOI： 10.1039/c4cc08717h

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


  6 in total

1.  Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp3 )-H Bonds.

Authors:  Fei Wang; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-14       Impact factor: 15.336

2.  Ligand Enabled Pd(II)-Catalyzed γ-C(sp3)-H Lactamization of Native Amides.

Authors:  Shuang Liu; Zhe Zhuang; Jennifer X Qiao; Kap-Sun Yeung; Shun Su; Emily C Cherney; Zheming Ruan; William R Ewing; Michael A Poss; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2021-12-16       Impact factor: 16.383

3.  Catalytic Synthesis of N-Heterocycles via Direct C(sp3)-H Amination Using an Air-Stable Iron(III) Species with a Redox-Active Ligand.

Authors:  Bidraha Bagh; Daniël L J Broere; Vivek Sinha; Petrus F Kuijpers; Nicolaas P van Leest; Bas de Bruin; Serhiy Demeshko; Maxime A Siegler; Jarl Ivar van der Vlugt
Journal:  J Am Chem Soc       Date:  2017-03-28       Impact factor: 15.419

4.  Copper-catalyzed remote C(sp3)-H azidation and oxidative trifluoromethylation of benzohydrazides.

Authors:  Xu Bao; Qian Wang; Jieping Zhu
Journal:  Nat Commun       Date:  2019-02-15       Impact factor: 14.919

5.  Unprecedented selective homogeneous cobalt-catalysed reductive alkoxylation of cyclic imides under mild conditions.

Authors:  Jose R Cabrero-Antonino; Rosa Adam; Veronica Papa; Mattes Holsten; Kathrin Junge; Matthias Beller
Journal:  Chem Sci       Date:  2017-06-12       Impact factor: 9.825

6.  Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water.

Authors:  Sadhan Jana; Ajay Verma; Rahul Kadu; Sangit Kumar
Journal:  Chem Sci       Date:  2017-07-10       Impact factor: 9.825
  6 in total

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