112816-75-8

Usage

Type of compound

ketone derivative

Key functional groups

benzoyl-pyrrole

Usage

pharmaceutical industry (therapeutic applications), research and experimental applications

Potential applications

treatment of neurological disorders

Chemical properties

diverse

Medical benefits

potential pharmacological potential

Upstream product

• 65-85-0 benzoic acid 
• 75-98-9 Trimethylacetic acid 
• 132371-44-9 2-<2-(2-phenyl-1,3-benzodithionyl)>pyrrole 
• 132371-49-4 2-(2-tert-Butyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 
• 112816-56-5 2-<2-(2-tert-butyl-1,3-benzoxathiolyl)>pyrrole 
• 59045-53-3 2-tert-butyl-1,3-benzoxathiolium tetrefluoroborate 
• 907557-31-7 2-<2-(2-phenyl-1,3-benzoxathiolyl)>-5-<2-(2-tert-butyl-1,3-benzoxathiolyl)>pyrrole 
• 132371-62-1 2-(2-tert-Butyl-benzo[1,3]dithiol-2-yl)-5-(2-phenyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 

Relevant academic research and scientific papers

2-SUBSTITUTED 1,3-BENZODITHIOLIUM TETRAFLUOROBORATES AS USEFUL ACYLATING AGENTS OF PYRROLE

A comparative study on the acylation of pyrrole by utilizing 2-substituted 1,3-benzodithiolium tetrafluoroborates instead of 2-substituted 1,3-benzoxathiolium tetrafluoroborates has been accomplished.The use of 2-substituted 1,3-benzodithiolium tetrafluoroborates proved to be more convenient since it gives higher yields of 2-acylpyrroles (58-90percent) and appears of larger applicability for the preparation of symmetrical and unsymmetrical 2,5-diacylpyrroles which were obtained in most cases in quantitative yields.

Acylation of Pyrrole and N-Methylpyrrole with 1,3-Benzoxathiolium Tetrafluroborates. A High-Yield Method for the Synthesis of Diacylpyrroles

2-Substituted 1,3-benzoxathiolium tetrafluoroborates (I) were used as masked acylating agents for pyrrole and N-methylpyrrole.The reactions on pyrrole (II) were regiospecific, and according to the molar ratio of the reagents (I:II = 1:3 or 2.5-3:1), 2-acylpyrroles were obtained in moderate to good yields (38-82percent) and 2,5-diacylpyrroles were obtained in excellent yields (in most cases, quantitative).The reactions on N-methylpyrrole (III) were not regioselective, and both α- and β-positions were attacked.So, depending on the molar ratio of the reagents (I:III = 1:3 or 2,5-3:1), 2- and 3-acyl-N-methylpyrroles (9-51percent and 27-68percent yields, respectively) and 2,4- and 2,5-diacyl-N-methylpyrroles (60-93percent and 17-40percent, respectively) were obtained.A very interesting feature of the new method is the possibility of introducing two identical or different acyl groups in the pyrrole ring under mild conditions. 1H and 13C NMR spectra of all the new compounds and IR spectra, recorded in the gas phase, of 2- and 3-acylpyrroles and of 2,4- and 2,5-diacylpyrroles are reported.