57758-55-1Relevant academic research and scientific papers
N-substituted pyrrolinones from enamines and α-dicarbonyls
Caballero, Esther,Puebla, Pilar,Domercq, Maria,Medarde, Manuel,Lopez, Jose-L.,San Feliciano, Arturo
, p. 7849 - 7856 (1994)
The reaction between N-substituted enamines and phenylglyoxal or glyoxal yielded Δ2-pyrrolin-5-ones in moderate to good yields. An uncommon pyrrolo [2,1-b]thiazole derivative was formed as a minor product when a N-(2-mercaptoethyl)enamine was used as the starting reagent. An explanation for the regiochemistry of the reaction is proposed.
Iodine-Promoted One-pot Synthesis of Highly Substituted 4-Aminopyrroles and Bis-4-aminopyrrole from Aryl Methyl Ketones, Arylamines, and Enamines
Jalani, Hitesh B.,Mali, Jyotirling R.,Park, Hyejun,Lee, Jae Kyun,Lee, Kiho,Lee, Kyeong,Choi, Yongseok
supporting information, p. 4073 - 4079 (2018/09/25)
An iodine-promoted one-pot synthesis of functionally diverse and highly substituted 4-aminopyrroles directly from aryl methyl ketones, arylamines, and enamines was developed. The reaction involves in-situ oxidation of aryl methyl ketone to glyoxal, subsequent imine formation by aniline, followed by nucleophilic addition of enamine, and cyclization to afford highly substituted 4-aminopyrroles. This reaction involved the formation of two C?N bonds and one C?C bond by a formal [1+1+3] annulation approach. The present method provides an interesting framework of two 4-aminopyrrole units directly attached to a biphenyl core by the reaction of 4,4′-diacyl biphenyl, amine, and enamine groups. This Hantzsch-type one-pot reaction provides diverse 4-aminopyrroles, which could be useful in medicinal/material chemistry. (Figure presented.).
Novel one-pot, three-component synthesis of new 2-alkyl-5-aryl-(1H)- pyrrole-4-ol in water
Khalili, Behzad,Jajarmi, Pedram,Eftekhari-Sis, Bagher,Hashemi, Mohammed M.
, p. 2090 - 2095 (2008/09/18)
(Chemical Equation Presented) New 2-alkyl-5-aryl-(1H)-pyrrole-4-ol derivatives were synthesized via three-component reaction of β-dicarbonyl compounds with arylglyoxals in the presence of ammonium acetate in water at room temperature.
PYRROLE DERIVATIVES FROM α-KETOALDEHYDES
Feliciano, Arturo San,Caballero, Esther,Pereira, Juan A. P.,Puebla, Pilar
, p. 6553 - 6562 (2007/10/02)
The reaction between enamines from β-ketoesters or β-ketonitriles and α-ketoaldehydes was investigated.Besides simple pyrrole and pyrrolinone derivatives, some compounds containing two units of ketoaldehyde were obtained.The structures of the reaction products were established by spectral methods, mainly through the use of two-dimensional NMR techniques and heteronuclear NOE-difference experiments.
