On the mechanism of conversion of 4-carboxy-3,4-dihydro-3-phenyl-1(2H)-isoquinolones to indeno[1,2-c]isoquinolines by thionyl chloride

doi:10.1016/J.TET.2006.07.072

Paper

On the mechanism of conversion of 4-carboxy-3,4-dihydro-3-phenyl-1(2H)-isoquinolones to indeno[1,2-c]isoquinolines by thionyl chloride

Published Oct 9, 2006 · Xiangshu Xiao, Andrew E Morrell, P. Fanwick

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Abstract

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Study Snapshot

Thionyl chloride mediates the transformation of 4-carboxy-3,4-dihydro-3-phenyl-1(2H)-isoquinolones to indeno[1,2-c]isoquinolines through two-electron dehydrogenation and O-sulfin

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

On the mechanism of conversion of 4-carboxy-3,4-dihydro-3-phenyl-1(2H)-isoquinolones to indeno[1,2-c]isoquinolines by thionyl chloride

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References

Citations

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Copper(I)- and palladium(II)-catalyzed C N bond formation can efficiently synthesize phenanthridinones from 2-halobiarylcarboxylates and amines in a one-pot reaction.

Synthesis of indolo[4,3-bc]phenanthridine-6,11(2H,12H)-diones using the schiff base–homophthalic anhydride cyclization reaction

The synthesized indolophenanthridine ring system shows significant antitumor activity in various human cancer cell lines, providing a new heterocyclic scaffold for anticancer drug design.

Convenient access to novel functionalized pyrazino[1,2-b]isoquinolin-6-one and diazepino[1,2-b]isoquinolin-7-one scaffolds via the Cushman multicomponent reaction followed by post-condensation

This study demonstrates a quick and efficient synthesis of novel pyrazino- and diazepino-fused isoquinolones using aryl glyoxals as carbonyl components in the Cushman multicomponent reaction.

Brønsted acid catalyzed intramolecular benzylic cyclizations of alkylpyridines.

Brnsted acid catalyzes intramolecular benzylic cyclizations of alkylpyridines, yielding pyridyl-substituted hydroxy lactams, pyridyl-substituted dehydro-piperidine

Palladium-catalyzed synthesis of 4-alkoxycarbonyl-3,4-dihydroisoquinolin-1(2H)-ones

Palladium-catalyzed intermolecular cyclocarbonylation of diethyl (2-iodoaryl)malonates with N-tosylimines produces 4-ethoxycarbonyl-3,4-dihydroisoquinolin-1(2H)

Synthesis, cytotoxicity and topoisomerase inhibition properties of multifarious aminoalkylated indeno[1,2-c]isoquinolin-5,11-diones.

Analogs of indeno[1,2-c]isoquinolin-5,11-diones show DNA binding affinities, topoisomerase inhibition, and antiproliferative activities against human cancer cell lines.

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Microwave-assisted synthesis of 2-(arylmethyl)amino-4-arylamino-6-alkyl-1,3,5-triazines from dicyandiamide provides short reaction times, high yields, and easy operation.