86289-10-3

Upstream product

• 1193-62-0 methyl Pyrrole-2-carboxylate 
• 70-11-1 α-bromoacetophenone 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 
• 536-74-3 phenylacetylene 
• 67-56-1 methanol 

Downstream Products

• 35566-72-4 1-(2-hydroxy-2-phenyl-ethyl)-pyrrole-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Oxidative N-heterocyclic carbene (NHC) catalysis for the rapid access to functionalized pyrrolo-oxazinones

The N-heterocyclic carbene (NHC)-catalyzed intramolecular cyclization of N-substituted pyrrole 2-carboxaldehydes under oxidative conditions allowing the facile synthesis of pyrrolo-oxazinone derivatives is reported. The keys to the success of this strateg

Nucleophilic and electrophilic cyclization of N-alkyne-substituted pyrrole derivatives: Synthesis of pyrrolopyrazinone, pyrrolotriazinone, and pyrrolooxazinone moieties

Intramolecular nucleophilic and electrophilic cyclization of N-alkyne-substituted pyrrole esters is described. Efficient routes towards the synthesis of pyrrolopyrazinone, pyrrolotriazinone and pyrrolooxazinone have been developed. First, N-alkyne-substituted pyrrole ester derivatives were synthesized. Introduction of various substituents into the alkyne functionality was accomplished by a copper-catalyzed cross-coupling reaction. Nucleophilic cyclization of N-alkyne-substituted methyl 1H-pyrrole-2-carboxylates with hydrazine afforded the 6-exo-dig/6-endo-dig cyclization products depending on the electronic nature of the substituents attached to the alkyne. On the other hand, cyclization of N-alkyne-substituted methyl 1H-pyrrole-2-carboxylates with iodine only resulted in the formation of the 6-endo-dig cyclization product regardless of the substitution of the alkyne functionality.

A novel synthesis of arylpyrrolo[1,2-a]pyrazinone derivatives

Some aryl-2-methyl-1-pyrrolo[1,2-a]pyrazinones were designed and prepared to study the Structure-Activity Relationships (SAR) of pyrrolo[1,2-a]pyrazinone derivatives. With methyl pyrrole-2-carboxylate as the starting material, the title compounds were prepared through N-alkylation and two novel cyclizations. Eleven aryl-2-methyl-1-pyrrolo[1,2-a]pyrazinone derivatives not previously reported in the literature are presented in this paper. Some of them show potent anti-inflammatory and analgesic activities.