Literature DB >> 27331245

Accessing Benzimidazoles via a Ring Distortion Strategy: An Oxone Mediated Tandem Reaction of 2-Aminobenzylamines.

Santanu Hati1, Pratip Kumar Dutta1, Sanjay Dutta1, Parthapratim Munshi1, Subhabrata Sen1.   

Abstract

An exceptional oxone mediated tandem transformation of 2-aminobenzylamines to 2-substituted benzimidazoles is reported. It occurs at room temperature with aromatic, heteroaromatic, and aliphatic aldehydes. In this reaction initial condensation of 2-aminobenzylamine with appropriate aldehydes afforded a tetrahydroquinazoline intermediate which underwent oxone-mediated ring distortion to afford the desired compounds in moderate to excellent yields.

Entities:  

Year:  2016        PMID: 27331245     DOI: 10.1021/acs.orglett.6b01217

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


  5 in total

1.  Enantioselective C2-Allylation of Benzimidazoles Using 1,3-Diene Pronucleophiles.

Authors:  James Levi Knippel; Yuxuan Ye; Stephen L Buchwald
Journal:  Org Lett       Date:  2021-03-01       Impact factor: 6.005

Review 2.  An overview and bibliometric analysis on the colorectal cancer therapy by magnetic functionalized nanoparticles for the responsive and targeted drug delivery.

Authors:  Mahdieh Darroudi; Mehrdad Gholami; Majid Rezayi; Majid Khazaei
Journal:  J Nanobiotechnology       Date:  2021-11-29       Impact factor: 10.435

Review 3.  Oxidative dehydrogenation of C-C and C-N bonds: A convenient approach to access diverse (dihydro)heteroaromatic compounds.

Authors:  Santanu Hati; Ulrike Holzgrabe; Subhabrata Sen
Journal:  Beilstein J Org Chem       Date:  2017-08-15       Impact factor: 2.883

4.  Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone® in aqueous medium as an oxidizing agent.

Authors:  Gelson Perin; Daniela Rodrigues Araujo; Patrick Carvalho Nobre; Eder João Lenardao; Raquel Guimarães Jacob; Marcio Santos Silva; Juliano Alex Roehrs
Journal:  PeerJ       Date:  2018-05-07       Impact factor: 2.984

Review 5.  Recent Advances in the Oxone-Mediated Synthesis of Heterocyclic Compounds.

Authors:  Helen A Goulart; Daniela R Araujo; Filipe Penteado; Raquel G Jacob; Gelson Perin; Eder J Lenardão
Journal:  Molecules       Date:  2021-12-12       Impact factor: 4.411

  5 in total

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