Synthesis of novel antitumor agent 1-methoxy-5,10- dioxo-5,10-dihydro-1H-benzo[g]isochromene carboxylic acid (3-dimethylylaminopropyl)amide with a dual role Pd(II) catalyst.

doi:10.1021/JO035016X

Paper

Synthesis of novel antitumor agent 1-methoxy-5,10- dioxo-5,10-dihydro-1H-benzo[g]isochromene carboxylic acid (3-dimethylylaminopropyl)amide with a dual role Pd(II) catalyst.

Published Nov 28, 2003 · Somnath Mondal, Tsutomu Nogami, N. Asao

The Journal of organic chemistry

Q2 SJR score

71

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

A convenient and simple method for the synthesis of 1-methoxy-5,10-dioxo-5,10-dihydro-1H-benzo[g]isochromene-3-carboxylic acid (3-(dimethylamino)propyl)amide 4c was developed. The key step involves the easy formation of 1,3-disubstituted cyclic alkenyl ether, an important framework of isochromene natural products, with a dual role Pd(II) catalyst.

Highly Cited

Study Snapshot

The developed method allows for the easy synthesis of a novel antitumor agent, 1-methoxy-5,10-dioxo-5,10-dihydro-1H-benzo[g]isochromene-3-carboxylic acid (3-(dimethylamino)

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Synthesis of novel antitumor agent 1-methoxy-5,10- dioxo-5,10-dihydro-1H-benzo[g]isochromene carboxylic acid (3-dimethylylaminopropyl)amide with a dual role Pd(II) catalyst.

References

Citations

Sonochemical synthesis of ortho‐aminocarbonitrile tetrahydronaphthalenes using mesoporous yolk–shell nanocomposites as a recyclable heterogeneous catalyst and evaluation of their in vitro antimicrobial activities

Mesoporous yolk-shell nanocomposites effectively synthesize ortho-aminocarbonitrile tetrahydronaphthalenes with high efficiency and reactivity, with potential antibacterial properties.

Coinage Metal-Catalyzed Asymmetric Reactions of ortho-Alkynylaryl and Heteroaryl Aldehydes and Ketones

Coinage metal-catalyzed domino processes efficiently lead to functionalized heterocycles, such as chromenes, by efficiently combining various chiral ligands and metals.

Synthesis of orthoaminocarbonitrile tetrahydronaphthalenes catalyzed by butyl-3-methylimidazolium hexafluorophosphate ionic liquid base catalyst

Butyl-3-methylimidazolium hexafluorophosphate effectively synthesizes orthoaminocarbonitrile tetrahydronaphthalenes with high yields and short reaction times under mild conditions.

Gold‐Catalyzed Reactions Towards Diversity: From Simple Substrates to Functionalized Carbo‐ and Heterocycles

Gold catalysis has revolutionized the field by enabling diverse reactions, from simple substrates to functionalized carbo- and heterocycles, with asymmetric versions being a key focus.

Na2S·9H2O mediated facile synthesis of 1,3-dihydrofuro[3,4-b]quinoline derivatives via domino reduction approach

This study presents a simple, efficient method for synthesis of 1,3-dihydrofuro[3,4-b]quinoline derivatives using Na2S9H2O and the domino reduction approach, resulting in good to excellent yields under mild conditions.

Synthesis of 2-Aryl Acetophenones via Hydrobromination and Oxy-isomerization of (o-Arylethynyl)benzyl Alcohols.

Hydrobromination and oxy-isomerization of (o-arylethynyl)benzyl alcohols yield brominated aryl ketones, with vinyl carbocations as intermediates and 1H-isochromene as a product.

Montmorillonite Catalyzed Tandem Synthesis of 1,1,3-Trisubstituted-1H-Isochromenes from 3-Phenylisochromenones

Montmorillonite K10 catalyst efficiently synthesizes 1,1,3-trisubstituted-1H-isochromenes from 3-phenylisochromenones in excellent yields.

Gold(i)-catalyzed tandem cyclization of cyclopropylidene-tethered propargylic alcohols: an approach to functionalized naphtho[2,3-c]pyrans.

Gold(i)-catalyzed tandem cyclization of cyclopropylidene-tethered propargylic alcohols efficiently synthesizes naphtho[2,3-c]pyrans in one-pot, resulting in two new rings in an atom-economic manner.

Polarization Effect on Regioselectivity of Pd-Catalyzed Cyclization of 2-Alkynylbenzaldehydes

The polarization of a triple bond in 2-alkynylbenzaldehydes contributes to the regioselectivity of Pd-catalyzed cyclization reactions, leading to predominantly 1H-isochromenes.