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Beilstein J. Org. Chem. 2021, 17, 1464–1475, doi:10.3762/bjoc.17.102
Graphical Abstract
Figure 1: Diindolylmethanes and reported biological activities.
Figure 2: Synthetic strategies toward trifluoromethylated unsymmetrical quaternary DIMs.
Figure 3: Reactions performed to study the scope of the method.
Figure 4: Gram-scale synthesis of unsymmetrical DIMs 3a and 3ad.
Figure 5: Plausible reaction mechanism for the synthesis of fluoromethylated unsymmetrical DIMs, shown for co...
Beilstein J. Org. Chem. 2020, 16, 778–790, doi:10.3762/bjoc.16.71
Figure 1: Structures of trifluoromethylated compounds and their biological activities.
Figure 2: Synthetic approaches toward hydroxyalkylation of indole.
Figure 3: Structures of heterocycles that did not react with ketone 2a.
Scheme 1: Gram-scale synthesis of 2,2,2-trifluoro-1-(1H-indol-3-yl)-1-phenylethan-1-ols (3a and 3p).
Figure 4: Recyclability of the catalytic system n-Bu4PBr/K2CO3 for the preparation of 2,2,2-trifluoro-1-(5-me...
Scheme 2: Synthesis of trifluoromethylated unsymmetrical 3,3'- and 3,6'-DIMs (9–11).
Scheme 3: Proposed mechanism for the preparation of 3a as an example.
Scheme 4: Control experiments.