Literature DB >> 30612260

An efficient solvent-free synthesis of 2-(alkylamino)-2-oxo-1-arylethyl-6,12-dioxo-6,12-dihydroindolo[1,2-b]isoquinoline-11-carboxylate derivatives via four-component reaction.

Tahmineh Kenarkoohi1, Abbas Rahmati2.   

Abstract

A one-pot approach for the synthesis of a new series of 2-(alkylamino)-2-oxo-1-arylethyl-6,12-dioxo-6,12-dihydroindolo[1,2-b]isoquinoline-11-carboxylate derivatives via a four-component reaction using isatin, homophthalic anhydride, cyclohexyl isocyanide and an aldehyde is described. This method has several advantages such as being catalyst- and solvent-free reaction and a high-efficiency process with high to excellent yields.

Entities:  

Keywords:  Dihydroindole; Indoloisoquinoline; Isocyanide; Isoquinoline; Passerini-like reaction

Mesh:

Substances:

Year:  2019        PMID: 30612260     DOI: 10.1007/s11030-018-09911-6

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  19 in total

1.  Solvent-free organic synthesis.

Authors:  K Tanaka; F Toda
Journal:  Chem Rev       Date:  2000-03-08       Impact factor: 60.622

2.  C-12-substituted indolo[2,1-a]isoquinolines as estrogen receptor affinic cytostatic agents.

Authors:  R Ambros; S von Angerer; W Wiegrebe
Journal:  Arch Pharm (Weinheim)       Date:  1988-10       Impact factor: 3.751

3.  Synthesis and antitumor activity of methoxy-indolo[2,1-a]isoquinolines.

Authors:  R Ambros; S von Angerer; W Wiegrebe
Journal:  Arch Pharm (Weinheim)       Date:  1988-08       Impact factor: 3.751

4.  Studies on cryptolepine. Effect of cryptolepine on smooth muscle contractions and cholinergic nerve transmission of isolated guinea-pig ileum.

Authors:  B K Noamesi; S O Bamgbose
Journal:  Planta Med       Date:  1983-05       Impact factor: 3.352

5.  Studies on cryptolepine. III: Effect of cryptolepine on the tone and prostaglandin production in isolated rabbit duodenum.

Authors:  B K Noamesi; S O Bamgbose
Journal:  Planta Med       Date:  1984-02       Impact factor: 3.352

6.  Ruthenium(II)-Catalyzed Indolo[2,1-a]isoquinolines Synthesis by Tandem C-H Allylation and Oxidative Cyclization of 2-Phenylindoles with Allyl Carbonates.

Authors:  Ying-Qi Xia; Lin Dong
Journal:  Org Lett       Date:  2017-04-17       Impact factor: 6.005

7.  Studies on cryptolepine. Cryptolepine antagonism of noradrenaline and modification of this effect by calcium ions and prostaglandin E2 on rat isolated mesenteric artery.

Authors:  B K Noamesi; S O Bamgbose
Journal:  Planta Med       Date:  1983-02       Impact factor: 3.352

8.  Expedient one-pot synthesis of indolo[3,2-c]isoquinolines via a base-promoted N-alkylation/tandem cyclization.

Authors:  Huy H Nguyen; James C Fettinger; Makhluf J Haddadin; Mark J Kurth
Journal:  Tetrahedron Lett       Date:  2015-09-30       Impact factor: 2.415

9.  Intramolecular reactions of 2-indolylacyl radicals: access to 1,2-fused ring indole derivatives.

Authors:  M-Lluïsa Bennasar; Tomàs Roca; Francesc Ferrando
Journal:  Org Lett       Date:  2004-03-04       Impact factor: 6.005

10.  Synthesis of substituted tetrahydroindoloisoquinoline derivatives via intramolecular Pd-catalyzed alkene carboamination reactions.

Authors:  Jeremiah Alicea; John P Wolfe
Journal:  J Org Chem       Date:  2014-04-11       Impact factor: 4.354

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