Abstract:Ethyl 2(3H)‐permidinylideneacetate 1 reacted with C‐aryl‐N‐arylmethanehydrazonoyl and C‐ethoxycarbonyl‐N‐arylmethanehydrazonoyl chlorides 2 and 7 in different ways yielding 2‐(pyrazoliden‐4‐yl) perimidines 5 and substituted pyrrolo[1,2‐a] perimidines 9, respectively. The mechanisms of the reactions studied are discussed, and the structures of the products were confirmed by spectral and elemental analyses and by alternate synthesis.
“…2+ , a visible light photoredox catalyst and acetonitrile as a solvent. This photo-oxidation was sensitive to substituents on amine groups Shawali and colleagues [146] introduced a unique method for the selective synthesis of 2-(pyrazoliden-4-yl) perimidines 31a and pyrrolo [1,2-a] perimidines 31b from the reaction of ethyl 2(3H)-permidinylideneacetate with C-aryl-N-arylmethanehydrazonoyl and C-ethoxycarbonyl-N-arylmethanehydrazonoyl chlorides, respectively, in the presence of dioxane solvent and triethylamine catalyst under reflux conditions (Scheme 20).…”
Section: Synthesis Of Derivatives Of Perimidinementioning
confidence: 99%
“…Shawali and colleagues [ 146 ] introduced a unique method for the selective synthesis of 2-(pyrazoliden-4-yl) perimidines 31a and pyrrolo[1,2-a] perimidines 31b from the reaction of ethyl 2(3 H )-permidinylideneacetate with C -aryl- N -arylmethanehydrazonoyl and C -ethoxycarbonyl- N -arylmethanehydrazonoyl chlorides, respectively, in the presence of dioxane solvent and triethylamine catalyst under reflux conditions (Scheme 20 ). Scheme 20 Chemoselective reactions of hydrazonoyl halides with ethyl 2(3 H )-peridinylideneacetate …”
Perimidines are versatile scaffolds and a fascinating class of N-heterocycles that have evolved significantly in recent years due to their immense applications in life sciences, medical sciences, and industrial chemistry. Their ability of molecular interaction with different proteins, complex formation with metals, and distinct behavior in various ranges of light makes them more appealing and challenging for future scientists. Various novel technologies have been developed for the selective synthesis of perimidines and their conjugated derivatives. These methods extend to the preparation of different bioactive and industrially applicable molecules. This review aims to present the most recent advancements in perimidine synthesis under varied conditions like MW radiation, ultrasound, and grinding using different catalysts such as ionic liquids, acid, metal, and nanocatalyst and also under green environments like catalyst and solvent-free synthesis. The applications of perimidine derivatives in drug discovery, polymer chemistry, photo sensors, dye industries, and catalytic activity in organic synthesis are discussed in this survey. This article is expected to be a systematic, authoritative, and critical review on the chemistry of perimidines that compiles most of the state-of-art innovation in this area.
“…2+ , a visible light photoredox catalyst and acetonitrile as a solvent. This photo-oxidation was sensitive to substituents on amine groups Shawali and colleagues [146] introduced a unique method for the selective synthesis of 2-(pyrazoliden-4-yl) perimidines 31a and pyrrolo [1,2-a] perimidines 31b from the reaction of ethyl 2(3H)-permidinylideneacetate with C-aryl-N-arylmethanehydrazonoyl and C-ethoxycarbonyl-N-arylmethanehydrazonoyl chlorides, respectively, in the presence of dioxane solvent and triethylamine catalyst under reflux conditions (Scheme 20).…”
Section: Synthesis Of Derivatives Of Perimidinementioning
confidence: 99%
“…Shawali and colleagues [ 146 ] introduced a unique method for the selective synthesis of 2-(pyrazoliden-4-yl) perimidines 31a and pyrrolo[1,2-a] perimidines 31b from the reaction of ethyl 2(3 H )-permidinylideneacetate with C -aryl- N -arylmethanehydrazonoyl and C -ethoxycarbonyl- N -arylmethanehydrazonoyl chlorides, respectively, in the presence of dioxane solvent and triethylamine catalyst under reflux conditions (Scheme 20 ). Scheme 20 Chemoselective reactions of hydrazonoyl halides with ethyl 2(3 H )-peridinylideneacetate …”
Perimidines are versatile scaffolds and a fascinating class of N-heterocycles that have evolved significantly in recent years due to their immense applications in life sciences, medical sciences, and industrial chemistry. Their ability of molecular interaction with different proteins, complex formation with metals, and distinct behavior in various ranges of light makes them more appealing and challenging for future scientists. Various novel technologies have been developed for the selective synthesis of perimidines and their conjugated derivatives. These methods extend to the preparation of different bioactive and industrially applicable molecules. This review aims to present the most recent advancements in perimidine synthesis under varied conditions like MW radiation, ultrasound, and grinding using different catalysts such as ionic liquids, acid, metal, and nanocatalyst and also under green environments like catalyst and solvent-free synthesis. The applications of perimidine derivatives in drug discovery, polymer chemistry, photo sensors, dye industries, and catalytic activity in organic synthesis are discussed in this survey. This article is expected to be a systematic, authoritative, and critical review on the chemistry of perimidines that compiles most of the state-of-art innovation in this area.
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