60176-18-3Relevant academic research and scientific papers
Bio-based material as medium, mild and reusable catalyst for paal–knorr pyrrole synthesis with and without ultrasonic irradiation
Sharma, Abha,Kalyani, Illa Siva,Fatima, Anam
supporting information, p. 226 - 232 (2018/03/09)
Background: Pyrrole moiety is found in naturally occurring compounds such as chlorophyll, haem, and vitamin B12 and present in a number of drugs for example atorvastatin, ketorolac, elopiprazole, tolmetin and sunitinib. Various methods have been used for the synthesis of pyrrole derivatives; however, still there is a need for environmentally benign and economic protocol. Method: We have reported a simple, mild and speedy synthesis of N-substituted 2,5-dimethyl pyrrole derivatives in ‘’GAAS’’ as medium and catalyst at room temperature and under ultrasound irradiation. Results: This protocol was employed for the synthesis of various 2,5-dimethyl-N-substituted pyrrole-derivatives using both aliphatic as well as aromatic amines in short time (2 to 10 minutes)with excellent yield (84-95%) at room temperature and under ultrasonic irradiation. The catalytic system “GAAS’’ was regenerated and reused five times effectively without major loss of activity. Conclusion: In conclusion, we have developed an eco-friendly, simple, faster, reusable, mild, and efficient protocol for the synthesis of N-substituted pyrrole derivatives. This bio-based protocol is cost-effective and greener methodology for the synthesis of biologically active N-substituted pyrrole derivatives.
2,5-dimethylpyrrole protection facilitates copper(I)-mediated methoxylations of aryl iodides in the presence of anilines
Ragan, John A.,Makowski, Teresa W.,Castaldi, Michael J.,Hill, Paul D.
, p. 1599 - 1603 (2007/10/03)
Converting iodoanilines to the corresponding 2,5-dimethylpyrroles was found to facilitate CuCI-mediated methoxide substitution. Examples with ortho-, meta-, or para-relationships between the iodide and aniline are presented. Several other aniline blocking groups were investigated and found not to be successful in this sequence.
