The Michael addition-alkylation process proceeded smoothly to provide 2,3-dihydrofurans as trans-diastereomers in moderate to good isolated yields (33–92%) and excellent enantioselectivities (29–>99% ee).
The first earth-abundant cobalt-catalyzed cycloamination of indolylquinones and various (hetero)aromatic amine under ligand-free conditions for the synthesis of polycyclic N-heterocycles has been developed. The process allows facile access to polycyclic N-heterocycles with tolerance of chloride, bromide, amino, thio, etc. groups in moderate to high yields (up to 89%). In addition, The photophysical properties of the synthesized products were evaluated. These products exhibit interesting fluorescence properties, which is promising for fluorescent probes.
An atom-economical and environmentally
benign approach for the synthesis of indole-substituted 1,4-naphthoquinones
from indoles and 1,4-naphthoquinones using readily available Lewis
acidic B(C6F5)3 in water and with
the recycling of water and part of the catalyst is reported. The reaction
proceeded through the B(C6F5)3-catalyzed
C(sp2)–H and C(sp2)–H bond coupling
of 1,4-naphthoquinones with the C-3 position of indole derivatives
in water. This methodology provides a facile protocol for the synthesis
of some new indole-substituted 1,4-naphthoquinones in satisfactory
yields and with a broad substrate scope. When compared to known methods
for the synthesis of indole-substituted 1,4-naphthoquinones, this
protocol is practical and efficient and does not require a transition-metal
catalyst or toxic organic solvents. In addition, we utilized a simple
filtration process for complete recycling of the solvent and the part
of the catalyst in each reaction cycle.
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