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- Title
Friedel–Crafts Reaction of Acylsilanes: Highly Chemoselective Synthesis of 1-Hydroxy-bis(indolyl)methanes and 1-Silyl-bis(indolyl)methanes Derivatives.
- Authors
Li, Qi; Liang, Xiu-Xia; Zhang, Wang; Han, Man-Yi
- Abstract
A novel double Friedel–Crafts reaction of acylsilanes in water is described. This strategy enables synthesis of bis(indolyl)methane derivatives with 1-hydroxy or 1-silyl substituents in moderate to high yield. Compared to the 1-silyl-bis(indolyl)methane derivatives from indole substrate, 1-hydroxy-bis(indolyl)methane derivatives were synthesized from the 5-hydroxyindole, and the hydrogen bonds in the 5-hydroxyindole play a crucial role in regulating the reaction selectivity.
- Subjects
METHANE derivatives; FRIEDEL-Crafts reaction; HYDROGEN bonding; INDOLE derivatives; SILYL ethers
- Publication
Molecules, 2023, Vol 28, Issue 15, p5685
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules28155685