Abstract
Organocatalysis is an important and rapidly growing area for the synthesis of various organic molecules. Because of the inherent non-metal properties, mild reaction conditions, and broad functional group tolerance, the use of small organic compounds encoding and converting another organic component has developed into a remarkable process. C-H activation reactions, on the other hand, have already emerged as a powerful strategy for forming C-C and C-X (X= N, O, S) bonds. Combining organocatalysis and C-H bond functionalization is highly rational as two coexisting and rapidly growing research fields in modern synthetic chemistry, and the cooperative strength along this consistent has proven to be a successful way of making C-H bond functionalization much more feasible, reliable, and specific. At the same time, the synthesis of heterocyclic compounds is an important field in organic chemistry due to the vast application of heterocycles in pharmaceuticals, polymers, and material science. This mini-review describes the recent developments in the synthesis of heterocyclic compounds through the alliance of organocatalysis and C-H bond functionalizations.
Graphical Abstract
[http://dx.doi.org/10.1038/s41570-019-0116-0]
[http://dx.doi.org/10.1021/cr078412e]
[http://dx.doi.org/10.1021/ja994280y]
[http://dx.doi.org/10.1021/ja000092s]
[http://dx.doi.org/10.1002/anie.200400650] [PMID: 15455437]
[http://dx.doi.org/10.1126/science.1131945] [PMID: 16973867]
[http://dx.doi.org/10.1038/nature07367] [PMID: 18800128]
[http://dx.doi.org/10.1021/cr500431s] [PMID: 26558751]
[http://dx.doi.org/10.1002/ajoc.201900733]
[http://dx.doi.org/10.1021/cr078364y] [PMID: 18698739]
[http://dx.doi.org/10.1126/science.1114731] [PMID: 16601184]
[http://dx.doi.org/10.1039/C0CS00067A] [PMID: 21079862]
[http://dx.doi.org/10.1021/cr050246s]
[http://dx.doi.org/10.1021/ar7001045] [PMID: 18465885]
[http://dx.doi.org/10.1021/ar5002928] [PMID: 25539144]
[http://dx.doi.org/10.1021/acs.joc.5b02818] [PMID: 26769355]
[http://dx.doi.org/10.1007/978-3-642-12356-6] [PMID: 21500400]
[http://dx.doi.org/10.1021/cr900388d] [PMID: 20143875]
[http://dx.doi.org/10.1039/c1cs90010b] [PMID: 21390392]
[http://dx.doi.org/10.3762/bjoc.8.159] [PMID: 23019474]
[http://dx.doi.org/10.1002/anie.201710377] [PMID: 29205745]
[http://dx.doi.org/10.1021/acs.chemrev.6b00664] [PMID: 28281752]
[http://dx.doi.org/10.1021/cr300503r] [PMID: 23509883]
[http://dx.doi.org/10.1002/slct.201900779]
[http://dx.doi.org/10.24820/ark.5550190.p010.966]
[http://dx.doi.org/10.2174/1570178617999200909114431]
[http://dx.doi.org/10.1021/jo302545n] [PMID: 23428314]
[http://dx.doi.org/10.1021/acs.macromol.9b01956]
[http://dx.doi.org/10.3390/molecules26247544] [PMID: 34946630]
[http://dx.doi.org/10.2174/2213337207999201029234021]
[http://dx.doi.org/10.1016/S0065-2725(08)60294-9]
[http://dx.doi.org/10.1055/s-2006-942490]
[http://dx.doi.org/10.1021/jo802325x] [PMID: 19053590]
[http://dx.doi.org/10.1246/cl.2009.524]
[http://dx.doi.org/10.1021/ja110713k] [PMID: 21280625]
[http://dx.doi.org/10.2174/2213335607999200811130113]
[http://dx.doi.org/10.1038/nchem.862] [PMID: 21107368]
[http://dx.doi.org/10.1016/j.tetlet.2008.09.046]
[http://dx.doi.org/10.1039/C4CS00248B] [PMID: 25186723]
[http://dx.doi.org/10.1021/acs.orglett.9b03918] [PMID: 31965804]
[http://dx.doi.org/10.1021/acs.orglett.7b03492] [PMID: 29239184]
[http://dx.doi.org/10.1021/acs.orglett.9b03011] [PMID: 31697087]
[http://dx.doi.org/10.1039/D0OB00521E] [PMID: 32441733]
[http://dx.doi.org/10.1021/ar040216w]
[http://dx.doi.org/10.3184/030823410X12659067482702]
[http://dx.doi.org/10.1055/s-0030-1259555]
[http://dx.doi.org/10.1055/s-0032-1318454]
[http://dx.doi.org/10.1021/ja103786c] [PMID: 20701277]
[http://dx.doi.org/10.1021/ja2014955] [PMID: 21466211]