A Greener and Efficient Method for Nucleophilic Aromatic Substitution of Nitrogen-Containing Fused Heterocycles

A Greener and Efficient Method for Nucleophilic Aromatic Substitution of Nitrogen-Containing Fused Heterocycles.

A simple and efficient methodology for the nucleophilic aromatic substitution of nitrogen-containing fused heterocycles with interesting biological activities has been developed in an environmentally sound manner using polyethylene glycol (PEG-400) as the solvent, leading to the expected compounds in excellent yields in only five minutes.

Modern Nucleophilic Aromatic Substitution

Polyethylene glycol embedded tribromide as an efficient and reusable catalyst for the library synthesis of nitrogen containing heterocycles

Potassium tribromide wrapped around polyethylene glycol ({K+PEG400}Br3-) was easily prepared by two step reaction of PEG400 with KBr followed by the addition of molecular bromine to give PEG embedded potassium tribromide as a dark viscous oil. The synthesized material was found to be an efficient, cost effective, environmentally benig...

Polyethylene glycol embedded tribromide as an efficient and reusable catalyst for the library synthesis of nitrogen containing heterocycles

Potassium tribromide wrapped around polyethylene glycol ({K+PEG400}Br3-) was easily prepared by two step reaction of PEG400 with KBr followed by the addition of molecular bromine to give PEG embedded potassium tribromide as a dark viscous oil. The synthesized material was found to be an efficient, cost effective, environmentally benign and recyclable catalyst for the library synthesis of nitrog...

Construction of indole- and isoquinoline-fused nitrogen-containing heterocycles through copper-catalyzed multi-component reaction.

A copper-catalyzed synthesis of 2-(aminomethyl)indole through domino three-component coupling-cyclization has been developed. This reaction proceeds through Mannich-type coupling of 2-ethynylanilines, aldehydes, and secondary amines, followed by hydroamination. This indole formation was applicable to the synthesis of 4-methylene-2,3,4,9-tetrahyro-1H-pyrido[3,4-b]indoles and 5,6,7,8-tetrahydrobe...