Literature DB >> 22733188

Facile and efficient synthesis of quinolin-2(1H)-ones via cyclization of penta-2,4-dienamides mediated by H2SO4.

Xu Liu1, Xin Xin, Dexuan Xiang, Rui Zhang, Santosh Kumar, Fenguo Zhou, Dewen Dong.   

Abstract

A facile and efficient synthesis of substituted quinolin-2(1H)-ones is developed via intramolecular cyclization of penta-2,4-dienamides mediated by concentrated H(2)SO(4) (98%), and a mechanism involving the formation of a dicationic superelectrophile, and subsequent intramolecular nucleophilic cyclization reactions is proposed.

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Year:  2012        PMID: 22733188     DOI: 10.1039/c2ob25767j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  Metal-free transannulation reaction of indoles with nitrostyrenes: a simple practical synthesis of 3-substituted 2-quinolones.

Authors:  Alexander V Aksenov; Alexander N Smirnov; Nicolai A Aksenov; Inna V Aksenova; Liliya V Frolova; Alexander Kornienko; Igor V Magedov; Michael Rubin
Journal:  Chem Commun (Camb)       Date:  2013-10-18       Impact factor: 6.222

Review 2.  Superelectrophiles: Recent Advances.

Authors:  Douglas A Klumpp; Maksim V Anokhin
Journal:  Molecules       Date:  2020-07-19       Impact factor: 4.411

3.  Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive via the Ugi Four-Component Reaction for the Synthesis of Functionalized Indole and 2-Quinolone Derivatives by Switching Solvents.

Authors:  Sivan Perumal Murugan; Hong-Jie Zhong; Chih-Yu Wu; Hao-Wei Pan; Chinpiao Chen; Gene-Hsian Lee
Journal:  ACS Omega       Date:  2022-02-10
  3 in total

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