71870-38-7

Usage

Group classification

It belongs to the group of heterocyclic compounds.

Potential applications

Due to its diverse structure and potential biological activities, it has potential applications in pharmaceutical and medicinal chemistry.

Research and development

Its unique structure and potential pharmacological properties make it an interesting target for further research and development in the field of drug discovery and medicinal chemistry.

Upstream product

• 71870-27-4 1,2-Dibenzoylpyrazolo<5,1-a>isoquinoline 
• 1087-09-8 1,4-diphenyl-but-2-yne-1,4-dione 

Relevant academic research and scientific papers

Nonclassical Heterocycles. 6. Tri- and Tetracyclic Ring Systems Containing a "Nonclassical" Thiophene Nucleus

The in situ generation of azomethine imine ylides from 1-aminopyridinium, 1-aminoquinolinium, and 2-aminoisoquinolinium salts and their subsequent cycloaddition to dibenzoylacetylene has been utilized as a route to a series of 2,3-dibenzoylpyrazolopyridines, to 2,3-dibenzoylpyrazoloquinoline and to 1,2-dibenzoylpyrazoloisoquinoline, respectively.Treatment of these dibenzoyl heterocycles with P4S10/pyridine readily gave several new "nonclassical" thiophene ring system, the thienopyrazolopyridine-2-SIV system containing 14? electrons and the thienopyrazoloquinoline-2-SIV and the thienoisoquinoline-2-S-IV systems each containing 18? electrons.The diketones also reacted readily with hydrazine forming the corresponding ring-fused pyridazines.Cycloaddition with fumaronitrile and N-phenylmaleimide occurred exclusively across the thiocarbonyl ylide dipole of these "nonclassical" thiophene ring systems, H2S being eliminated from the initial 1:1 cycloadducts under the thermal reaction conditions.However, dimethyl acetylenedicarboxylate and dibenzoylacetylene only underwent cycloaddition with those ring systems containing the quinoline and isoquinoline systems, sulfur being extruded readily from the initial 1:1 cycloadduct. 8,9-Dibenzoyl-7,10-diphenylbenzopyrazoloquinoline prepared in this way was also converted with P4S10/pyridine into the thienobenzopyrazoloquinoline-9-SIV ring system, a stable tetravalent sulfur system containing 22? electrons in which cycloaddition also occurred across the thiocarbonyl ylide dipole.With dimethyl acetylenedicarboxylate, sulfur was extruded from the initial 1:1 cycloadduct, whereas with fumaronitrile, the initial 1:1 cycloadduct itself was isolated.Incoporation of a tetravalent sulfur atom into a heterocyclic system and cycloaddition with olefinic or acetylenic dipolarophiles provide a convenient means of annulation of a benzene ring containing a variety of functional groups to the heterocycli system.