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Molecules 2019, 24, x FOR PEER REVIEW 20 of 42 Zn(OAc)2/1,10-phenanthroline (phen) catalysts offered the best performance because of the carboxylate-assisted proton activation, as shown in Figure 7. Zn(OAc)2/1,10-phenanthroline (phen) catalysts offered the best performance because of the Alternatively, adding the corresponding alcohols to the system including CO2 and amines was carboxylate-assisted proton activation, as shown in Figure 7. aMlsolecualnes 20e1f9fi,c2i4e,n18t2 route to obtain N-arylcarbamates. In 2018, the combination of CeO220aonfd41 Alternatively, adding the corresponding alcohols to the system including CO2 and amines was 2-cyanopyridine was used in the direct synthesis of N-arylcarbamates from CO2, amines and also an efficient route to obtain N-arylcarbamates. In 2018, the combination of CeO2 and alcohols (Scheme 19c) [108]. Various linear and branched alcohols were transformed into the 2-cyanopyridine was used in the direct synthesis of N-arylcarbamates from CO2, amines and (Scheme 19c) [108]. Various linear and branched alcohols were transformed into the corresponding corresponding carbamates in high selectivities. alcohols (Scheme 19c) [108]. Various linear and branched alcohols were transformed into the carbamates in high selectivities. corresponding carbamates in high selectivities. Scheme 19. Syntheses of N-arylcarbamates via various strategies. Scheme 19. Syntheses of N-arylcarbamates via various strategies. Scheme 19. Syntheses of N-arylcarbamates via various strategies. Figure 7. (a) 1H- and (b) 15N-NMR spectra of aniline with and without Zn(OAc)2/phen in CD3CN at Figure 7. (a) 1H- and (b) 15N-NMR spectra of aniline with and without Zn(OAc)2/phen in CD3CN at room temperature. The chemical shifts in both 1H and 15N-NMR spectra illustrated the interaction room temperature. The chemical shifts in both 1H and 15N-NMR spectra illustrated the interaction 1 15 Fbiegtwureen7. a(an)iliHne- and (abc)etaNte-N, aMnRd stphecftorarmofatainoinlinoef whyitdhroagnednwbiothnodust. ZRne(OprAinct)e2/dphweinthinpCerDm3CisNsioant between aniline and acetate, and the formation of hydrogen bonds. Reprinted with permission from 1 15 rfroomrtefm. [p10e7ra]t(uCroep. yTrhigehcth2e0m17icJaolhsnhiWftsileiny abnodthSoHnsa).nd N-NMR spectra illustrated the interaction ref. [107] (Copyright 2017 John Wiley and Sons). between aniline and acetate, and the formation of hydrogen bonds. Reprinted with permission from 2.5.4. Allyl Carbamates from Amines and CO2 ref. [107] (Copyright 2017 John Wiley and Sons). 2.5.4. Allyl Carbamates from Amines and CO2 As seen from Scheme 20a, Zhao et al. developed a three-component reaction of unsymmetrical 2.5.4. Allyl Carbamates from Amines and CO2 allylic chlorides, CO2 and amines to afford allyl carbamates by Pd catalysis [109]. This method tolerated various allyl carbamates in moderate yields but with excellent regioselectivity (99/1). A facile and efficient methodology for the synthesis of new acetal-type O-allyl carbamates by regioselective coupling reaction of CO2, amines and aryloxyallenes was explored in 2018PDF Image | Catalytic Conversion of Carbon Dioxide through C-N Bond
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