Abstract
A new process that could efficiently prepare tetrasubstituted bis(3-indolyl)methanes from various indoles and acetophenones with 1,3-Dibromo-5,5-dimehtylhydantoin(DBDMH) as a catalyst was reported. The effects of catalysts, solvents, and reaction temperature were investigated. Under the optimal condition, most of the tetrasubstituted bis(3-indolyl)methanes were obtained in 90–99% yields.
Keywords: Tetrasubstituted BIMs, indoles, acetophenones, DBDMH, catalyst, bisindolylation.
Graphical Abstract
[http://dx.doi.org/10.2174/1570178612666150220225335] [PMID: 26120289]
[http://dx.doi.org/10.1021/jm4017625] [PMID: 24471928]
[http://dx.doi.org/10.3390/molecules18066620] [PMID: 23743888]
[PMID: 7645947]
[PMID: 15132835]
[http://dx.doi.org/10.1021/np990517s] [PMID: 10843566]
[http://dx.doi.org/10.1021/np50122a017] [PMID: 7595591]
[http://dx.doi.org/10.1080/14786419.2019.1624960] [PMID: 31174427]
[http://dx.doi.org/10.2174/157340801701210125153248]
[http://dx.doi.org/10.2174/1385272824666200228092752]
[http://dx.doi.org/10.1016/j.tetlet.2015.02.032]
[http://dx.doi.org/10.1021/jm058033i] [PMID: 16722630]
[http://dx.doi.org/10.1016/j.ejmech.2015.01.050] [PMID: 25644672]
[http://dx.doi.org/10.1016/j.canlet.2010.02.014] [PMID: 20299148]
[http://dx.doi.org/10.1016/j.bmcl.2010.09.055] [PMID: 20932744]
[http://dx.doi.org/10.1016/j.ejmech.2013.07.009] [PMID: 23954239]
[http://dx.doi.org/10.1016/j.ejmech.2013.02.024] [PMID: 23517732]
[http://dx.doi.org/10.1016/j.cclet.2015.08.012]
[http://dx.doi.org/10.1039/B306914A] [PMID: 14649820]
[http://dx.doi.org/10.2174/1570178614666170707151649]
[http://dx.doi.org/10.2174/1570179417666200124103400] [PMID: 31976840]
[http://dx.doi.org/10.2174/2213337207999200713145440]
[http://dx.doi.org/10.1016/j.molcata.2005.09.005]
[http://dx.doi.org/10.1016/j.molliq.2018.03.044]
[http://dx.doi.org/10.1016/j.molliq.2016.10.136]
[http://dx.doi.org/10.2174/1570178616666190222150915]
[http://dx.doi.org/10.1016/j.bioorg.2019.03.005] [PMID: 30927587]
[http://dx.doi.org/10.1080/17518253.2020.1839571]
[http://dx.doi.org/10.1080/00397911.2018.1542732]
[http://dx.doi.org/10.1080/00397911.2020.1849724]
[http://dx.doi.org/10.1016/j.scient.2011.11.043]
[http://dx.doi.org/10.1021/acsomega.7b01925] [PMID: 31458526]
[http://dx.doi.org/10.1016/j.tetlet.2013.12.078]
[http://dx.doi.org/10.1021/acs.joc.7b02161] [PMID: 29131624]
[http://dx.doi.org/10.1021/acs.orglett.8b00900] [PMID: 29696976]
[http://dx.doi.org/10.1021/sc400033t]
[http://dx.doi.org/10.1021/acs.orglett.9b04272] [PMID: 31913641]
[http://dx.doi.org/10.1002/jhet.2873]
[http://dx.doi.org/10.1016/j.saa.2010.12.004] [PMID: 21186137]
[http://dx.doi.org/10.1016/j.tetlet.2013.12.055]
[http://dx.doi.org/10.1039/C8OB02805B] [PMID: 30483686]
[http://dx.doi.org/10.1021/acs.orglett.0c02526] [PMID: 32845648]
[http://dx.doi.org/10.1080/00397911.2010.540696]
[http://dx.doi.org/10.5012/bkcs.2013.34.1.117]
[http://dx.doi.org/10.1080/00397911.2017.1378681]
[http://dx.doi.org/10.3923/jpt.2006.585.590]
[http://dx.doi.org/10.5012/bkcs.2013.34.1.117]