Abstract
Over the previous decades, thieno-quinoline derivatives have acquired great interest due to their synthetic and biological applications. These reports have been disclosed on Thienoquinoline synthesis such as thieno[3,4-b]quinoline; thieno[3,4-c]quinolone; thieno [3,2-g]quinoline; thieno[2,3-g] quinoline; spiro-thieno[2,3-g]quinoline; benzo[b]thiophen-iso- quinoline derivatives, and therefore in the existent review, we provided an inclusive update on the synthesis of thienoquinolines. Characterization of the preparation methods and reactivity is categorized based on their types of reactions as addition, alkylation, chlorination, acylation, oxidation, reduction, cyclization and cyclo-condensation. Hence, this study will help the researchers to obtain knowledge from the last literature research to conquer their resolve problems in designing new compounds and processes.
Keywords: Thieno[3, 4-b]quinoline, thieno[3, 4-c]quinolone, thieno [3, 2-g]quinoline, spiro-thienoquinolines, benzo[ b]thiophene, quinolones, isoquinolines, biological activity.
[http://dx.doi.org/10.1039/D0OB01194K] [PMID: 32766664]
[http://dx.doi.org/10.1021/jm049541f] [PMID: 15801828]
[http://dx.doi.org/10.1002/chin.200629140] [PMID: 16649537]
[http://dx.doi.org/10.1021/jm0210966] [PMID: 14521413]
[http://dx.doi.org/10.1007/s00706-015-1478-8]
[http://dx.doi.org/10.1016/j.bmcl.2012.02.099]
[http://dx.doi.org/10.1084/jem.194.9.1231]
[http://dx.doi.org/10.1002/jhet.2722]
[http://dx.doi.org/10.2174/1570178619666220922105259]
[http://dx.doi.org/10.1002/jhet.4269]
[http://dx.doi.org/10.1002/jhet.4205]
[http://dx.doi.org/10.2174/1570193X18666210218212719]
[http://dx.doi.org/10.1080/10426507.2021.2012176]
[http://dx.doi.org/10.2174/1570193X18666211004102537]
[http://dx.doi.org/10.2174/1570193X20666221205163624]
[http://dx.doi.org/10.2174/1570193X20666221104110606]
[http://dx.doi.org/10.3390/ph15101232] [PMID: 36297343]
[http://dx.doi.org/10.1080/10406638.2022.2130368]
[http://dx.doi.org/10.3390/molecules27030835] [PMID: 35164098]
[http://dx.doi.org/10.3390/molecules26072031] [PMID: 33918322]
[http://dx.doi.org/10.1080/10406638.2019.1598448]
[http://dx.doi.org/10.1002/jhet.4149]
[http://dx.doi.org/10.1002/jhet.4216]
[http://dx.doi.org/10.2174/18756638MTA1hNjcq3] [PMID: 32250227]
[http://dx.doi.org/10.3390/molecules25010220] [PMID: 31948127]
[http://dx.doi.org/10.2174/1570180817666200117114716]
[http://dx.doi.org/10.1080/10406638.2020.1825002]
[http://dx.doi.org/10.1002/jhet.4100]
[http://dx.doi.org/10.1002/jhet.4065]
[http://dx.doi.org/10.2174/1570178617666200417121205]
[http://dx.doi.org/10.1002/jhet.3466]
[http://dx.doi.org/10.3390/molecules23112793] [PMID: 30373270]
[http://dx.doi.org/10.2174/1570179415666180720114547]
[http://dx.doi.org/10.1007/s00044-018-2236-3]
[http://dx.doi.org/10.1002/jhet.2645]
[http://dx.doi.org/10.1007/s00044-016-1733-5]
[http://dx.doi.org/10.1007/s11164-015-2139-6]
[http://dx.doi.org/10.1016/j.ejmech.2014.12.001] [PMID: 25499986]
[http://dx.doi.org/10.2174/1570180812666150429234237]
[http://dx.doi.org/10.1002/jccs.201400351]
[http://dx.doi.org/10.1002/jhet.2002]
[http://dx.doi.org/10.1080/00397911.2014.894528]
[http://dx.doi.org/10.1007/s12272-012-0306-5] [PMID: 22477190]
[http://dx.doi.org/10.1007/s00706-011-0456-z]
[http://dx.doi.org/10.1002/jccs.201190056]
[http://dx.doi.org/10.1002/ardp.201000165] [PMID: 21384416]
[http://dx.doi.org/10.3390/molecules16031956] [PMID: 21358587]
[http://dx.doi.org/10.1002/ardp.201100020] [PMID: 21681809]
[http://dx.doi.org/10.2478/v10007-010-0027-6] [PMID: 21134865]
[http://dx.doi.org/10.1016/j.ejmech.2010.01.042] [PMID: 20149490]
[http://dx.doi.org/10.1016/j.ejmech.2010.01.030] [PMID: 20153090]
[http://dx.doi.org/10.1016/j.ejmech.2008.03.022] [PMID: 18462840]
[http://dx.doi.org/10.1080/10426500802167027]
[http://dx.doi.org/10.1080/10426500701369864]
[http://dx.doi.org/10.1080/10426500490464140]
[http://dx.doi.org/10.1002/ajoc.202000427]
[http://dx.doi.org/10.1021/acs.jmedchem.6b01563] [PMID: 28445046]
[http://dx.doi.org/10.1016/j.bmc.2005.11.005] [PMID: 16303309]
[http://dx.doi.org/10.1016/j.bmc.2014.09.043] [PMID: 25438765]
[http://dx.doi.org/10.1021/jo00809a022]
[http://dx.doi.org/10.1039/JR9620002624]
[http://dx.doi.org/10.1039/c39800000612]
[http://dx.doi.org/10.1039/jr9530002440]
[http://dx.doi.org/10.1016/j.tetlet.2019.03.041]
[http://dx.doi.org/10.1007/BF00909849]
[http://dx.doi.org/10.1002/jlac.198719870106]
[http://dx.doi.org/10.1039/a905272k]
[http://dx.doi.org/10.1002/adsc.201800599]
[http://dx.doi.org/10.1002/jhet.5570270559]
[http://dx.doi.org/10.1002/jhet.5570270460]
[http://dx.doi.org/10.1016/0040-4020(96)00689-8]
[http://dx.doi.org/10.1248/cpb.43.236] [PMID: 7728930]
b) Jackson, Y.A.; Hepburn, S.A.; Reynolds, W.F. J. Chem. Soc. Perkin Trans., 2001, 47, 2237-2239.;
c) Valderrama, J.A.; Cardenas, L. Heterocycl. Commun., 2003, 9, 175-180.
[http://dx.doi.org/10.1039/B312723K] [PMID: 14747855]
[http://dx.doi.org/10.1016/S0040-4039(01)01035-8]
[http://dx.doi.org/10.3998/ark.5550190.0005.509]
[http://dx.doi.org/10.1016/S0040-4039(00)95771-X]
[http://dx.doi.org/10.1021/jm8007689] [PMID: 19053767]
[http://dx.doi.org/10.1021/jm0612158] [PMID: 17375902]
[http://dx.doi.org/10.1039/C5CC05699C] [PMID: 26289663]
[http://dx.doi.org/10.1016/j.ejmech.2017.10.043]
[http://dx.doi.org/10.1021/jo01268a093]
[http://dx.doi.org/10.1039/p19830000909]
[http://dx.doi.org/10.1021/jo00139a043]
[http://dx.doi.org/10.1002/jhet.5570170423]
![Wayfinder Image](/images/wayfinder.jpg)