Abstract
Aim: The synthesis of diverse N-substituted pyrroles utilizing rice malt is identified. The reaction of hexane-2,5-dione with various primary amines develops the intriguing pyrrole scaffold in moderate to good yields.
Methods: The reaction was carried out at room to ambient temperature in an extremely environmentally benign condition, without the need for any additional solvents or catalysts.
Results: In the synthesis of N-derivatized pyrroles, several 1 amines, both cyclic and acyclic residue, have been accomplished.
Conclusion: To the best of my knowledge, no study has been reported so far based on Paal- Knorr pyrrole synthesis utilizing rice malt as a catalyst and solvent.
Graphical Abstract
[http://dx.doi.org/10.1021/jo991503u] [PMID: 10813917]
[http://dx.doi.org/10.1039/C4GC01523A]
[http://dx.doi.org/10.1016/j.ejmech.2012.01.055]
[http://dx.doi.org/10.1007/978-3-662-03565-8_8]
[http://dx.doi.org/10.1039/C6RA03411J]
[http://dx.doi.org/10.3390/nano9010114] [PMID: 30669357]
[http://dx.doi.org/10.1016/j.synthmet.2012.09.024]
[http://dx.doi.org/10.1021/acsami.7b05793] [PMID: 28675034]
[http://dx.doi.org/10.2174/1568011043352939] [PMID: 15281908]
[http://dx.doi.org/10.1002/anie.200300582] [PMID: 12916029]
[http://dx.doi.org/10.1146/annurev.arplant.57.032905.105448] [PMID: 17227226]
[http://dx.doi.org/10.1016/B978-0-12-420160-6.00003-3]
[http://dx.doi.org/10.1080/01614940.2018.1529932]
[http://dx.doi.org/10.1002/cber.188401702228]
[http://dx.doi.org/10.1002/cber.188401702254]
[http://dx.doi.org/10.1016/j.tetlet.2009.06.002]
[http://dx.doi.org/10.1039/c3ra43324b]
[http://dx.doi.org/10.1021/acs.joc.6b01737] [PMID: 27559822]
[http://dx.doi.org/10.1021/acs.joc.7b01538] [PMID: 28836777]
[http://dx.doi.org/10.1007/s11030-013-9426-1] [PMID: 23361455]
[http://dx.doi.org/10.1002/anie.201810555] [PMID: 30335228]
[http://dx.doi.org/10.1038/nchem.1547] [PMID: 23344449]
[http://dx.doi.org/10.1016/j.tetlet.2011.04.095]
[http://dx.doi.org/10.1016/j.molliq.2020.113766]
[http://dx.doi.org/10.1039/C2GC36455G]
[http://dx.doi.org/10.2174/138527212803520182]
[http://dx.doi.org/10.1186/2191-2858-2-11] [PMID: 22452839]
[http://dx.doi.org/10.1002/tcr.201800059] [PMID: 30035361]
[http://dx.doi.org/10.1039/9781782623632-00001]
[http://dx.doi.org/10.1016/j.tetlet.2005.02.103]
[http://dx.doi.org/10.1021/jo035200i] [PMID: 14703403]
[http://dx.doi.org/10.3390/molecules15021082] [PMID: 20335963]
[http://dx.doi.org/10.1002/hlca.201100202]