Abstract
N,O-heterocycles containing the dicarbonyl ring play a significant role in heterocyclic and therapeutic chemistry. Since the discovery of 1,3-diketones, numerous research works have been achieved regarding the synthesis and its chemical reactivity. In this review, we have described the most relevant publications involving β-diketone compounds published during the period between 2018 to date. In addition, we include the 1,3-diketones-based heterocyclic compounds prepared by various synthetic methodologies.
Keywords: 1, 3-diketones, heterocyclic compounds, dynthesis, teactivity, multi-compound reaction, therapeutic chemistry.
Graphical Abstract
[http://dx.doi.org/10.3390/molecules25081909] [PMID: 32326131]
[http://dx.doi.org/10.1016/j.molstruc.2020.129833]
[http://dx.doi.org/10.2174/1570179417666201207215710] [PMID: 33290199]
[http://dx.doi.org/10.2174/1570179417666201216162055] [PMID: 33327918]
[http://dx.doi.org/10.1080/00397911.2018.1517218]
[http://dx.doi.org/10.1080/00397911.2019.1658785]
[http://dx.doi.org/10.1080/00397911.2018.1560471]
[http://dx.doi.org/10.1016/j.molstruc.2020.129226]
[http://dx.doi.org/10.1016/j.molliq.2020.114503]
[http://dx.doi.org/10.1002/aoc.5868]
[http://dx.doi.org/10.2174/1570179416666190423123915] [PMID: 31984915]
[http://dx.doi.org/10.1002/slct.201904336]
[http://dx.doi.org/10.1039/D0NJ04447D]
[http://dx.doi.org/10.2174/1570179416666190723122816] [PMID: 31984884]
[http://dx.doi.org/10.1016/j.ica.2020.119922]
[http://dx.doi.org/10.2174/2212796814999200918175018]
[http://dx.doi.org/10.1021/acs.joc.8b02819] [PMID: 30604610]
[http://dx.doi.org/10.1016/j.tet.2021.132226]
[http://dx.doi.org/10.1002/ejoc.201900635]
[http://dx.doi.org/10.2174/1570179416666191018145142] [PMID: 31984925]
[http://dx.doi.org/10.1039/C9OB00494G] [PMID: 30942249]
[http://dx.doi.org/10.1021/acs.joc.0c02366] [PMID: 33395740]
[http://dx.doi.org/10.1080/00397911.2019.1692869]
[http://dx.doi.org/10.1080/00397911.2019.1691736]
[http://dx.doi.org/10.1021/acs.joc.9b00397] [PMID: 31333029]
[http://dx.doi.org/10.1039/D0OB01952F] [PMID: 33245315]
[http://dx.doi.org/10.1002/ajoc.202000581]
[http://dx.doi.org/10.1016/j.bioorg.2020.103906] [PMID: 32422387]
[http://dx.doi.org/10.1016/j.wear.2020.203299]
[http://dx.doi.org/10.1016/j.triboint.2018.01.031]
[http://dx.doi.org/10.1016/j.jfluchem.2012.04.010]
[http://dx.doi.org/10.5155/eurjchem.2.3.289-294.416]
[http://dx.doi.org/10.1016/j.saa.2012.11.102] [PMID: 23274472]
[http://dx.doi.org/10.1021/jo049274l] [PMID: 15387583]
[http://dx.doi.org/10.1021/ol701599v] [PMID: 17877360]
[http://dx.doi.org/10.1039/b201220k] [PMID: 12122651]
[http://dx.doi.org/10.1039/C8OB01861H] [PMID: 30206631]
[http://dx.doi.org/10.2174/1570179416666191022113022] [PMID: 31984924]
[http://dx.doi.org/10.2174/1570179417666200409151330] [PMID: 32271698]
[http://dx.doi.org/10.2174/1570179415666181005110543] [PMID: 31965928]
[http://dx.doi.org/10.1016/j.molstruc.2020.129136]
[http://dx.doi.org/10.1016/j.mcat.2019.01.023]
[http://dx.doi.org/10.1002/jhet.4094]
[http://dx.doi.org/10.1039/D0QO00990C]
[http://dx.doi.org/10.1039/D0QO01095B]
[http://dx.doi.org/10.1039/D0QO00955E]
[http://dx.doi.org/10.1016/j.dyepig.2020.108851]
[http://dx.doi.org/10.1016/j.tetlet.2020.151679]
[http://dx.doi.org/10.1021/jacs.8b05126] [PMID: 29799203]
[http://dx.doi.org/10.1021/acs.orglett.0c00518] [PMID: 32223251]
[http://dx.doi.org/10.1016/j.catcom.2018.11.001]
[http://dx.doi.org/10.1021/acssuschemeng.0c00938]
[http://dx.doi.org/10.1039/C8QO01118D]
[http://dx.doi.org/10.1021/jo991947q] [PMID: 10993373]
[http://dx.doi.org/10.1021/acs.joc.8b00814] [PMID: 29978705]
[http://dx.doi.org/10.1002/jhet.3814]
[http://dx.doi.org/10.1016/j.tetlet.2019.05.016]
[http://dx.doi.org/10.1016/S1872-2067(20)63575-6]
[http://dx.doi.org/10.1080/00397911.2019.1585542]
[http://dx.doi.org/10.1002/jhet.3786]
[http://dx.doi.org/10.2174/2213337205666180316170023]
[http://dx.doi.org/10.1016/j.bioorg.2019.01.070] [PMID: 30776558]
[http://dx.doi.org/10.1016/j.bioorg.2018.07.037] [PMID: 30118985]
[http://dx.doi.org/10.2174/1570179417666200520111536] [PMID: 32433006]
[http://dx.doi.org/10.1016/j.bioorg.2020.104583] [PMID: 33421956]
[http://dx.doi.org/10.1002/jhet.3981]
[http://dx.doi.org/10.1002/jhet.4019]
[http://dx.doi.org/10.1021/acs.joc.0c01290] [PMID: 32901479]
[http://dx.doi.org/10.1021/acs.orglett.0c00584] [PMID: 32155078]
[http://dx.doi.org/10.1021/acs.joc.1c00259] [PMID: 34014083]
[http://dx.doi.org/10.1055/s-0029-1219778]
[http://dx.doi.org/10.1080/00397911.2017.1388409]
[http://dx.doi.org/10.1080/00397911.2018.1473441]
[http://dx.doi.org/10.1021/acs.orglett.0c02668] [PMID: 33021800]
[http://dx.doi.org/10.1016/j.molliq.2019.01.065]
[http://dx.doi.org/10.1039/C8RA10379H]
[http://dx.doi.org/10.1002/jhet.3217]
[http://dx.doi.org/10.1016/j.mcat.2017.12.013]
[http://dx.doi.org/10.1016/j.tet.2018.01.001]
[http://dx.doi.org/10.1002/aoc.5027]
[http://dx.doi.org/10.1016/j.heliyon.2020.e03687] [PMID: 32258502]
[http://dx.doi.org/10.1080/17518253.2017.1390611]
[http://dx.doi.org/10.1016/j.dyepig.2020.108558]
[http://dx.doi.org/10.1016/j.bioorg.2020.103734] [PMID: 32171990]
[http://dx.doi.org/10.1080/00304948.2019.1677991]
[http://dx.doi.org/10.1039/D0QO00476F]
[http://dx.doi.org/10.1080/00397911.2020.1825741]
[http://dx.doi.org/10.1016/j.cclet.2019.12.016]
[http://dx.doi.org/10.3390/molecules25194402] [PMID: 32992704]
[http://dx.doi.org/10.1016/j.tetlet.2020.152319]
[http://dx.doi.org/10.1007/s11030-019-09984-x] [PMID: 31485891]
[http://dx.doi.org/10.1039/C9QO00939F]
[http://dx.doi.org/10.1016/j.jfluchem.2020.109648]
[http://dx.doi.org/10.1007/s11030-019-09980-1] [PMID: 31376065]
[http://dx.doi.org/10.1007/s11030-019-09929-4] [PMID: 30843127]
[http://dx.doi.org/10.1002/adsc.202000455]
[http://dx.doi.org/10.1016/j.tet.2020.131342]
[http://dx.doi.org/10.1021/acs.orglett.0c02736] [PMID: 32959662]
[http://dx.doi.org/10.1002/asia.201800934] [PMID: 29959823]
[http://dx.doi.org/10.1021/acs.joc.8b01417] [PMID: 30080043]
[http://dx.doi.org/10.1016/j.tetlet.2020.151897]
[http://dx.doi.org/10.1016/j.tetlet.2019.06.026]
[http://dx.doi.org/10.1039/C8QO01118D]
[http://dx.doi.org/10.1039/C8QO01006D]
[http://dx.doi.org/10.1016/j.tet.2020.131059]