Abstract
The investigation of the procedures for the multi-component synthesis of heterocycles has attracted the interest of organic and medicinal chemists. The use of heterogeneous catalysts, especially transition metal catalysts in organic synthesis, can provide a new, improved alternative to traditional methods in modern synthetic chemistry. The main focus is on the utilization of silver as a catalyst for the multi-component synthesis of heterocyclic compounds. The present review describes some important reported studies for the period of 2010 to 2020.
Conclusion: The present review addresses some of the important reported studies on multicomponent synthesis of heterocycles in the period of 2010-2020. These approaches were performed under classical and nonclassical conditions, using Ag salts, Ag NPs, Ag on the support, Ag as cocatalysts with other transition metals, ionic liquids, acidic or basic materials. Most of the reported reactions were performed under solvent-free conditions or in green solvents and the utilized catalysts were mostly recyclable. The main aim of the present review is to provide the organic chemists with the most appropriate procedures in the multi-component synthesis of desired heterocycles using silver catalysts.
Keywords: Multi-component reactions, heterocycles, transition metal catalyst, heterogeneous catalyst, Ag, Ag nanoparticles.
Graphical Abstract
[http://dx.doi.org/10.1021/cr0306790] [PMID: 15137807]
[http://dx.doi.org/10.1021/jo071225w] [PMID: 17691845]
[http://dx.doi.org/10.2174/1570179043366611]
[http://dx.doi.org/10.1021/cr300122t] [PMID: 24506477]
[http://dx.doi.org/10.1021/cr0505728] [PMID: 16402771]
[http://dx.doi.org/10.1055/s-2003-40507]
[http://dx.doi.org/10.1080/00397911.2012.760131]
[http://dx.doi.org/10.1002/ejoc.201402563]
[http://dx.doi.org/10.1016/j.bmc.2017.12.023] [PMID: 29426628]
[http://dx.doi.org/10.1021/acs.joc.5b02138] [PMID: 26513343]
[http://dx.doi.org/10.1021/acs.joc.7b00256] [PMID: 28429590]
[http://dx.doi.org/10.1038/171737a0] [PMID: 13054692]
[http://dx.doi.org/10.1002/chem.200800210] [PMID: 18576410]
[http://dx.doi.org/10.1002/chem.200600192] [PMID: 16683280]
[http://dx.doi.org/10.1002/anie.201300265] [PMID: 23460342]
[http://dx.doi.org/10.1021/cr0509760] [PMID: 17212475]
[http://dx.doi.org/10.2174/2213337204666171103142349]
[http://dx.doi.org/10.1039/C6MD00606J] [PMID: 30108756]
[http://dx.doi.org/10.2174/1568026619666190717163959] [PMID: 31424369]
[http://dx.doi.org/10.1016/B978-0-12-817901-7.00004-6]
[http://dx.doi.org/10.1021/cr0683966] [PMID: 17091931]
[http://dx.doi.org/10.1002/chem.200600332] [PMID: 16953512]
[http://dx.doi.org/10.1002/ejoc.200500602]
[http://dx.doi.org/10.1039/C5CY00285K]
[http://dx.doi.org/10.1021/acs.joc.5b02495] [PMID: 26756525]
[http://dx.doi.org/10.1021/cr100233r] [PMID: 22435608]
[http://dx.doi.org/10.1002/jhet.2783]
[http://dx.doi.org/10.2174/1385272822666180530104302]
[http://dx.doi.org/10.1080/10406638.2019.1584576]
[http://dx.doi.org/10.1002/adsc.201900599]
[http://dx.doi.org/10.1080/00397911.2019.1703196]
[http://dx.doi.org/10.1080/00397911.2019.1570525]
[http://dx.doi.org/10.1039/c3cs60408j] [PMID: 24668233]
[http://dx.doi.org/10.1021/cr068413r] [PMID: 18637695]
[http://dx.doi.org/10.1021/cr078361l] [PMID: 18630971]
[http://dx.doi.org/10.1039/b602151b] [PMID: 17471400]
[http://dx.doi.org/10.1021/acs.chemrev.6b00639] [PMID: 27960274]
[http://dx.doi.org/10.1021/cr078362d] [PMID: 18698738]
[http://dx.doi.org/10.1021/acs.accounts.7b00178] [PMID: 28787131]
[http://dx.doi.org/10.1021/cr040652w] [PMID: 15884790]
[http://dx.doi.org/10.1021/cs300256b]
[http://dx.doi.org/10.1021/cr078364y] [PMID: 18698739]
[http://dx.doi.org/10.1021/acs.joc.7b02612] [PMID: 29161038]
[http://dx.doi.org/10.1002/slct.201701045]
[http://dx.doi.org/10.1002/cssc.201600470] [PMID: 27380740]
[http://dx.doi.org/10.1016/j.tet.2016.08.010]
[http://dx.doi.org/10.1002/ejoc.201701103]
[http://dx.doi.org/10.1002/ajoc.201800172]
[http://dx.doi.org/10.1016/j.tetasy.2017.05.014]
[http://dx.doi.org/10.1021/ol101988q] [PMID: 20873765]
[http://dx.doi.org/10.1186/2191-2858-1-10] [PMID: 22373086]
[http://dx.doi.org/10.1021/ol201653j] [PMID: 21790168]
[http://dx.doi.org/10.1021/co1000794] [PMID: 21410207]
[http://dx.doi.org/10.1002/adsc.201500197]
[http://dx.doi.org/10.1039/C5RA17787A]
[http://dx.doi.org/10.1016/j.tetlet.2016.09.046]
[http://dx.doi.org/10.1016/j.tetlet.2015.12.028]
[http://dx.doi.org/10.1039/C8CC05845H] [PMID: 30137112]
[http://dx.doi.org/10.1016/j.tetlet.2019.03.003]
[http://dx.doi.org/10.1002/adsc.201901064]
[http://dx.doi.org/10.1021/acs.orglett.7b01771] [PMID: 28737404]
[http://dx.doi.org/10.1016/j.poly.2019.02.032]
[http://dx.doi.org/10.1080/00397911.2016.1262040]
[http://dx.doi.org/10.1080/17415993.2019.1631316]
[http://dx.doi.org/10.1016/j.cdc.2018.05.001]
[http://dx.doi.org/10.1002/adsc.201000795]
[http://dx.doi.org/10.1016/j.tetlet.2017.10.032]
[http://dx.doi.org/10.1134/S1070427214050085]
[http://dx.doi.org/10.1002/adsc.201800896]
[http://dx.doi.org/10.1016/j.molliq.2019.01.142]
[http://dx.doi.org/10.1007/s12039-013-0451-5]
[http://dx.doi.org/10.3184/174751914X13976454726953]
[http://dx.doi.org/10.1016/j.catcom.2017.06.006]
[http://dx.doi.org/10.1080/00397911.2018.1484487]
[http://dx.doi.org/10.1080/10426507.2019.1700413]
[http://dx.doi.org/10.3998/ark.5550190.0013.411]
[http://dx.doi.org/10.1021/ja044907z] [PMID: 15701027]
[http://dx.doi.org/10.1039/C4CY00530A]
[http://dx.doi.org/10.1021/cm0110167]
[http://dx.doi.org/10.1007/s11164-015-2167-2]
[http://dx.doi.org/10.2174/157017811799304214]
[http://dx.doi.org/10.1021/cr900074m] [PMID: 19588961]
[http://dx.doi.org/10.1021/cr900241h] [PMID: 19642638]
[http://dx.doi.org/10.1016/j.ccr.2009.07.019]
[http://dx.doi.org/10.1039/b902238b] [PMID: 20502793]
[http://dx.doi.org/10.1021/acssuschemeng.7b00103]
[http://dx.doi.org/10.1039/C5RA16582B]
[http://dx.doi.org/10.1021/acs.joc.5b02422] [PMID: 26599304]
[http://dx.doi.org/10.1039/c002690p] [PMID: 20623061]
[http://dx.doi.org/10.1039/C0JM01859G]
[http://dx.doi.org/10.1039/c2ra20990j]
[http://dx.doi.org/10.1039/c3ta13351f]
[http://dx.doi.org/10.1016/j.carbon.2011.09.017]
[http://dx.doi.org/10.1039/c2jm32774k]
[http://dx.doi.org/10.1039/c3ta11155e]
[http://dx.doi.org/10.1039/c2cc38403e] [PMID: 23282794]
[http://dx.doi.org/10.1039/C5RA11747J]
[http://dx.doi.org/10.1016/j.jscs.2017.05.009]
[http://dx.doi.org/10.1007/s10562-015-1679-0]
[http://dx.doi.org/10.1016/j.carbpol.2016.09.002] [PMID: 27842821]
[http://dx.doi.org/10.1007/s11164-017-2941-4]
[http://dx.doi.org/10.1002/cctc.201702035]
[http://dx.doi.org/10.1016/j.mcat.2017.10.010]
[http://dx.doi.org/10.1016/j.ica.2018.11.009]
[http://dx.doi.org/10.1007/s10904-019-01156-6]
[http://dx.doi.org/10.1080/01932691.2019.1614460]
[http://dx.doi.org/10.1039/C5CY02225H]
[http://dx.doi.org/10.1039/c2cs35296f] [PMID: 23093051]
[http://dx.doi.org/10.1002/cctc.201402252]
[http://dx.doi.org/10.1002/cctc.201200591]
[http://dx.doi.org/10.1039/a805753b]
[http://dx.doi.org/10.1016/j.mcat.2017.10.034]
[http://dx.doi.org/10.1016/j.apcata.2014.11.024]
[http://dx.doi.org/10.1002/aoc.5083]