Literature DB >> 24787267

Diastereoselective synthesis of dihydroisoindolo[2,1-a]quinolin-11-ones by solvent-free AMCell-SO₃H-catalyzed imino Diels-Alder/intramolecular amide cyclization cascade reactions.

Diego R Merchán Arenas1, Vladimir V Kouznetsov.   

Abstract

Nineteen bioactive highly functionalized 6,6a-dihydroisoindolo[2,1-a]quinolin-11(5H)-one derivatives were easily prepared in good yield without solvent using catalytic amorphous milled cellulose sulfonic acid (AMCell-SO3H), substituted anilines, propenyl-phenols, and phthaldehydic acid. The cascade reaction gave high regioselectivity and diastereoselectivity.

Entities:  

Year:  2014        PMID： 24787267     DOI： 10.1021/jo500516c

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  Sustainable Solvent-Free Diels-Alder Approaches in the Development of Constructive Heterocycles and Functionalized Materials: A Review.

Authors:  Aluru Rammohan; Alexey P Krinochkin; Albert F Khasanov; Dmitry S Kopchuk; Grigory V Zyryanov
Journal:  Top Curr Chem (Cham)       Date:  2022-08-11

2.  Synthesis of dihydroisoindolo[2,1-a]quinolin-11-ones, their in silico ADMET properties and in vitro antitumor activities.

Authors:  Diego R Merchán-Arenas; Felipe Sojo; Francisco Arvelo; Vladimir V Kouznetsov
Journal:  RSC Adv       Date:  2020-11-19       Impact factor: 4.036

3.  High acidity cellulose sulfuric acid from sulfur trioxide: a highly efficient catalyst for the one step synthesis of xanthene and dihydroquinazolinone derivatives.

Authors:  Xiaofei Yue; Zhiqiang Wu; Gang Wang; Yanping Liang; Yanyan Sun; Manrong Song; Haijuan Zhan; Shuxian Bi; Wanyi Liu
Journal:  RSC Adv       Date:  2019-09-12       Impact factor: 3.361
  3 in total

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