5-Benzyloxyindole

Chemical properties

Off-white to beige powder

The Uses of 5-Benzyloxyindole

5-Benzyloxyindole is used as reagent/reactant in regioselective preparation of CF3-β-tryptamine derivatives via base-free thermal ring-opening reaction of N-nosyl-2-CF3-aziridine with indoles.

The Uses of 5-Benzyloxyindole

Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions Reactant in metal-free Friedel-Crafts alkylation reactions Reactant in preparation of protein kinase (PKC) inhibitors Reactant in preparation of indole/quinoline carbothioic acid amide derivatives.

The Uses of 5-Benzyloxyindole

• Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes
• Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions
• Reactant in metal-free Friedel-Crafts alkylation reactions
• Reactant in preparation of protein kinase (PKC) inhibitors
• Reactant in preparation of indole/quinoline carbothioic acid amide derivatives

Purification Methods

It is recrystallised from *C6H6/pet ether or pet ether. The picrate forms red crystals from *C6H6 and has m 142-143o. [Burton & Leong Chem Ind (London) 1035 1953, Ek & Witkop J Am Chem Soc 76 5579 1954, fluorescence: Bridges & Williams Biochem J 107 225 1968, Beilstein 27 III/IV 1758.]