Abstract
The pyrazoline moiety is present in several commercialized molecules with a wide range of applications, which has established their importance in the pharmaceutical, agricultural and industrial sectors. A large number of patents have been granted on research related to pyrazolines. Due to its broad-spectrum usefulness, scientists are continuously captivated by pyrazolines and their derivatives to study their chemistry. Several synthesis strategies can prepare pyrazolines or their analogs, and the focus will always be on new greener and more economical ways for its synthesis. Among all the methods, chalcones, hydrazines, diazo compounds, and hydrazones have been most commonly applied in different reaction conditions for the synthesis of pyrazoline and its analogs synthesis. However, there are a lot of scopes for other molecules like Huisgen zwitter ions, different metal catalysts, and nitrile imine to be used as starting reagents. The presented article consists of recently reported synthetic protocols of pyrazoline and its derivatives, which will be very useful to the researchers.
Graphical Abstract
[http://dx.doi.org/10.5772/62077]
[http://dx.doi.org/10.2174/1570193X13666160225000114]
[http://dx.doi.org/10.3762/bjoc.7.57] [PMID: 21647262]
[http://dx.doi.org/10.3329/dujps.v17i2.39179]
[http://dx.doi.org/10.1056/NEJMoa1214886] [PMID: 23724913]
[http://dx.doi.org/10.1074/jbc.275.3.1699] [PMID: 10636865]
[http://dx.doi.org/10.3390/molecules23010134] [PMID: 29329257]
[http://dx.doi.org/10.1016/j.bioorg.2019.103470] [PMID: 32120072]
[http://dx.doi.org/10.3310/hta13suppl3-03] [PMID: 19846024]
[http://dx.doi.org/10.1056/NEJM200006293422603] [PMID: 10874062]
[PMID: 2842654]
[http://dx.doi.org/10.1016/j.jpba.2011.05.029] [PMID: 21684706]
[http://dx.doi.org/10.3389/fnbeh.2019.00091]
[http://dx.doi.org/10.1016/0026-0495(82)90114-7] [PMID: 7078422]
[http://dx.doi.org/10.1111/j.1478-4408.1978.tb03416.x]
[http://dx.doi.org/10.1016/j.arabjc.2011.09.013]
[http://dx.doi.org/10.1080/16583655.2018.1516028]
[http://dx.doi.org/10.1016/j.molstruc.2016.05.043]
[http://dx.doi.org/10.13005/ojc/290140]
[http://dx.doi.org/10.1155/2009/361564]
[http://dx.doi.org/10.3390/molecules16043410] [PMID: 21512449]
[http://dx.doi.org/10.1016/j.dyepig.2009.11.004]
[http://dx.doi.org/10.1016/j.bmc.2010.06.013] [PMID: 20594863]
[http://dx.doi.org/10.2298/JSC0912371M]
[http://dx.doi.org/10.3184/030823408X287113a]
[http://dx.doi.org/10.1155/2008/570569]
[http://dx.doi.org/10.2174/1385272819666141013224253]
[http://dx.doi.org/10.1007/s10593-006-0176-1]
[http://dx.doi.org/10.1186/1860-5397-3-13] [PMID: 17374170]
[http://dx.doi.org/10.1016/j.ejmech.2008.09.020] [PMID: 18986738]
[http://dx.doi.org/10.1155/2010/731675]
[http://dx.doi.org/10.1016/j.ejmech.2009.10.023] [PMID: 19926176]
[http://dx.doi.org/10.1039/c2ob25227a] [PMID: 22495248]
[http://dx.doi.org/10.3329/dujps.v19i2.50634]
[http://dx.doi.org/10.1016/j.arabjc.2013.07.037]
[http://dx.doi.org/10.3390/molecules16097736] [PMID: 21909057]
[http://dx.doi.org/10.1016/j.ejmech.2007.11.005] [PMID: 18187238]
[http://dx.doi.org/10.3390/molecules18032683] [PMID: 23449067]
[http://dx.doi.org/10.1016/j.bmcl.2008.10.105] [PMID: 19010670]
[http://dx.doi.org/10.1016/j.bmc.2014.09.028] [PMID: 25311566]
[http://dx.doi.org/10.1080/14756366.2016.1217852] [PMID: 27579806]
[http://dx.doi.org/10.1016/j.bmc.2014.05.059] [PMID: 24934992]
[http://dx.doi.org/10.1016/j.ejmech.2016.01.048] [PMID: 26874744]
[http://dx.doi.org/10.1021/acs.orglett.7b02480] [PMID: 28898097]
[http://dx.doi.org/10.1021/acs.orglett.7b03401] [PMID: 29355325]
[http://dx.doi.org/10.1021/acs.orglett.7b03811] [PMID: 29393649]
[http://dx.doi.org/10.1021/acs.orglett.0c02911] [PMID: 33021381]
[http://dx.doi.org/10.1021/acs.orglett.8b04038] [PMID: 30753081]
[http://dx.doi.org/10.1055/s-0039-1690885]
[http://dx.doi.org/10.1021/jo502946g] [PMID: 25849582]
[http://dx.doi.org/10.1021/ol502968c] [PMID: 25383747]
[http://dx.doi.org/10.1021/acs.orglett.5b00398] [PMID: 25738730]
[http://dx.doi.org/10.1021/jo301770k] [PMID: 22998610]
[http://dx.doi.org/10.1021/acs.joc.6b00992] [PMID: 27362866]
[http://dx.doi.org/10.1021/acs.orglett.9b02733] [PMID: 31539265]
[http://dx.doi.org/10.1021/jo7026195] [PMID: 18278943]
[http://dx.doi.org/10.1021/jo501844x] [PMID: 25279429]
[http://dx.doi.org/10.1055/s-0036-1591941]
[http://dx.doi.org/10.1021/acs.joc.7b02361] [PMID: 29094945]
[http://dx.doi.org/10.1021/ol402810f] [PMID: 24255982]
[http://dx.doi.org/10.1002/chin.200322137]
[http://dx.doi.org/10.1021/jo4027116] [PMID: 24512630]
[http://dx.doi.org/10.1021/ol501402p] [PMID: 24964008]
[http://dx.doi.org/10.1021/jo051878h]
[http://dx.doi.org/10.4314/tjpr.v7i2.14664]
[http://dx.doi.org/10.1021/ol800592s] [PMID: 18503279]
[http://dx.doi.org/10.1021/acs.orglett.6b02415] [PMID: 27608855]
[http://dx.doi.org/10.1039/c2ra21249h]
[http://dx.doi.org/10.1021/ol0604623] [PMID: 16706489]
[http://dx.doi.org/10.1021/ol7022888] [PMID: 18062691]
[http://dx.doi.org/10.1016/j.jscs.2012.05.004]
[http://dx.doi.org/10.1016/j.steroids.2013.09.006] [PMID: 24064114]
[http://dx.doi.org/10.1016/j.tetlet.2011.01.063]
[http://dx.doi.org/10.1002/slct.201901500]
[http://dx.doi.org/10.1002/anie.200604025] [PMID: 17286329]
[http://dx.doi.org/10.1016/j.ejmech.2015.03.031] [PMID: 25800645]
[http://dx.doi.org/10.1002/chem.201601707] [PMID: 27168358]
[http://dx.doi.org/10.1007/978-3-662-05336-2_227]
[http://dx.doi.org/10.1021/je60048a044]
[http://dx.doi.org/10.1021/jo201042c] [PMID: 21682322]
[http://dx.doi.org/10.1016/j.tetlet.2008.09.037]
[http://dx.doi.org/10.1016/j.tet.2007.04.027]
[http://dx.doi.org/10.1002/jhet.5570220271]
[http://dx.doi.org/10.1021/ol303097j] [PMID: 23228061]
[http://dx.doi.org/10.3390/molecules13041011] [PMID: 18463603]
[http://dx.doi.org/10.1021/acs.orglett.0c01960] [PMID: 32672468]
[http://dx.doi.org/10.1021/acs.orglett.9b04228] [PMID: 31951135]
[http://dx.doi.org/10.1002/anie.200602917] [PMID: 17009380]
[http://dx.doi.org/10.1021/ol503735c] [PMID: 25651031]
[http://dx.doi.org/10.1016/j.ejmech.2010.01.009] [PMID: 20149499]