Abstract:Pyrroles are an interesting class of heterocyclic compounds due to their widespread use both in medical chemistry and in the chemistry of new materials. Search and development of new effective methods for the synthesis of the pyrrole ring is an urgent task. Along with this, the systematization of already known synthesis methods is an equally important task. Herein, we focused on the results of the synthesis of NH‐pyrroles that have been obtained since 2015.
“…There are many published methods for the synthesis of pyrroles and substituted pyrroles. [8][9][10][11][12][13] One of these methods is the synthesis of pyrrole derivatives by metal-catalyzed cyclization of unconjugated ynone starting compounds. Unconjugated ynones are compounds that contain at least one carbon between the carbonyl group and the alkyne group.…”
Section: Introductionmentioning
confidence: 99%
“…Pyrrole‐containing organic structures are heterocyclic compounds used in natural products, [1–3] pharmaceutical industry, [4,5] electrical/electronic applications [6,7] and many other fields. There are many published methods for the synthesis of pyrroles and substituted pyrroles [8–13] . One of these methods is the synthesis of pyrrole derivatives by metal‐catalyzed cyclization of unconjugated ynone starting compounds.…”
Substituted pyrroles were obtained as a result of metal‐catalyzed cyclization of α propargyl acetophenone and α‐propargyl‐β‐ketoesters with semicarbazide. Optimum conditions and general procedures with high yields were established in a single pot. Eleven different N‐ureido‐pyrrole derivatives were successfully yielded. Different ynone derivatives having various functionalities did not affect the cyclization reaction but except a slight decrease in product yield. Screening of optimum catalyst revealed that gold(III) chloride was the best catalyst for the cyclization reaction. We believe that this is the first time an N‐ureido‐pyrrole skeleton starting from ynone has been synthesized in the literature.
“…There are many published methods for the synthesis of pyrroles and substituted pyrroles. [8][9][10][11][12][13] One of these methods is the synthesis of pyrrole derivatives by metal-catalyzed cyclization of unconjugated ynone starting compounds. Unconjugated ynones are compounds that contain at least one carbon between the carbonyl group and the alkyne group.…”
Section: Introductionmentioning
confidence: 99%
“…Pyrrole‐containing organic structures are heterocyclic compounds used in natural products, [1–3] pharmaceutical industry, [4,5] electrical/electronic applications [6,7] and many other fields. There are many published methods for the synthesis of pyrroles and substituted pyrroles [8–13] . One of these methods is the synthesis of pyrrole derivatives by metal‐catalyzed cyclization of unconjugated ynone starting compounds.…”
Substituted pyrroles were obtained as a result of metal‐catalyzed cyclization of α propargyl acetophenone and α‐propargyl‐β‐ketoesters with semicarbazide. Optimum conditions and general procedures with high yields were established in a single pot. Eleven different N‐ureido‐pyrrole derivatives were successfully yielded. Different ynone derivatives having various functionalities did not affect the cyclization reaction but except a slight decrease in product yield. Screening of optimum catalyst revealed that gold(III) chloride was the best catalyst for the cyclization reaction. We believe that this is the first time an N‐ureido‐pyrrole skeleton starting from ynone has been synthesized in the literature.
“…Methods for the synthesis of such compounds are well developed and do not cause synthetic difficulties. 9 There are two diverse synthetic approaches towards this ligand, both adapted from porphyrin chemistry. 1 c The first approach starts with an acid-catalyzed condensation of a pyrrole with an aldehyde forming a dipyrromethane.…”
A series of new boron-dipyrromethenes bearing an aroyl functionality have been efficiently synthesized through the reaction of 2,4-disubstituted pyrroles with aromatic aldehydes followed by oxidation with DDQ and reaction with...
A novel two‐step access to polysubstituted pyrroles from nitroalkenes was developed. It involves [4+2]‐cycloaddition with enol ethers to give six‐membered cyclic nitronates followed by reductive ring contraction with Ra‐Ni/AcOH or Ra‐Ni/EtOH systems. The process is applicable to a variety of nitroalkenes and enol ethers bearing electron‐rich and electron‐poor substituents and functional groups. The anti‐inflammatory drug Bimetopyrol and its structural modifications were successfully synthesized by the strategy developed. The key side products were identified that provided an insight into the mechanism of the developed reductive ring contraction to pyrroles.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.