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Beilstein J. Org. Chem. 2020, 16, 159–167, doi:10.3762/bjoc.16.18
Graphical Abstract
Scheme 1: Synthesis of carbamothioates from xanthate esters and benzyl isocyanides.
Figure 1: Substrate scope for the synthesis of carbamothioates. Reaction conditions for methods A and B: sodi...
Figure 2: ORTEP diagram of O-benzyl (4-fluorobenzyl)carbamothioate (4c).
Figure 3: Rotamers of thionocarbamates 4 (top) and computer-minimized structures of 4c (bottom).
Scheme 2: Proposed general reaction mechanism for the formation of carbamothioates (e.g., 4a) from xanthate e...
Figure 4: Optimized geometries of the reactants, transition states, intermediates, and products of the propos...
Figure 5: Relative energies of the reactants, transition states (TS1–TS3), and intermediates (Int1–Int3) of t...