91568-90-0

Upstream product

• 109-97-7 pyrrole 
• 933-88-0 ortho-toluoyl chloride 
• 615-37-2 ortho-methylphenyl iodide 
• 1610885-87-4 (2-methylphenyl)(1-(pyrimidin-2-yl)-1H-pyrrol-2-yl)methanone 

Downstream Products

• 1265140-84-8 C₁₅H₁₅NO 

Relevant academic research and scientific papers

Aroylation of Electron-Rich Pyrroles under Minisci Reaction Conditions

The development of Minisci acylation on electron-rich pyrroles under silver-free neutral conditions has been reported featuring the regioselective monoacylation of (NH)-free pyrroles. Unlike conventional Minisci conditions, the avoidance of any acid that could result in the polymerization of pyrroles was the key to success. The umpolung reactivity of the nucleophilic acyl radical, generated in situ from arylglyoxylic acid, could help explain the mechanism of product formation with electron-rich pyrroles. Alternatively, the nucleophilic substitution of the acyl radical on the electron-deficient pyrrole radical cation is proposed.

Regioselective ruthenium-catalyzed carbonylative direct arylation of five-membered and condensed heterocycles

A ruthenium-catalyzed carbonylative Ci￡H bond arylation process for the three-component synthesis of complex aryl-(hetero)aryl ketones in an aqueous solution has been developed. By exploiting the ortho-activating effect of nitrogen-containing directing groups, a regioselective, successive twofold C(sp2)i￡C(sp2) bond formation has been achieved. This straightforward catalytic process provides access to versatile products prevalent in multiple bioactive compounds and supplies a valuable functional group for subsequent transformations. Ci￡ H bond functionalization: A ruthenium-catalyzed carbonylative Ci￡H bond arylation process for the three-component synthesis of complex aryl-(hetero)aryl ketones in an aqueous solution has been developed (see scheme). By exploiting the ortho-activating effect of nitrogen-containing directing groups, a regioselective, successive twofold C(sp2) i￡C(sp2) bond formation has been achieved.

PYRROLE DERIVATIVE

A novel pyrrole derivative represented by the following formula (1) and a salt thereof: wherein R1 means substituted alkenyl, etc.; R2 means substituted benzoyl, etc.; and R3 to R5 each means hydrogen, alkyl, halogeno, etc. The derivative and salt have antidiabetic activity.

Zinc-mediated acylation and sulfonation of pyrrole and its derivatives

Pyrrole and its derivatives react smoothly with acid chlorides and sulfonyl chlorides in the presence of zinc metal in toluene at ambient temperature to afford the corresponding 2-acetyl and 2-sulfonyl pyrrole derivatives in high yields with high regioselectivity.