446294-25-3

Upstream product

• 603-76-9 1-methylindole 
• 20780-53-4 (R)-Styrene oxide 
• 1590449-58-3 N-benzoyl-O-(α-bromo-α-phenylacetyl)-L-threonine isopropyl ester 

Downstream Products

• 934478-95-2 (R)-3-(2-(but-2-ynyloxy)-1-phenylethyl)-1-methyl-1H-indole 
• 934478-92-9 (R)-1-methyl-3-(1-phenyl-2-(prop-2-ynyloxy)ethyl)-1H-indole 

Relevant academic research and scientific papers

Polymer-supported indium lewis acid: Highly versatile catalyst for regio- and stereoselective ring-opening of epoxides

The first example of a polymer-supported indium Lewis acid is presented. This new heterogeneous Amberlyst 15/indium complex effectively catalyses (20 mol % based on indium) the formation of new C-C as well as C-S bonds through the highly regio- and stereo

Friedel-Crafts alkylation with α-bromoarylacetates for the preparation of enantioenriched 2,2-diarylethanols

Highly enantioenriched 2,2-diarylethanols can be efficiently synthesized through the Friedel-Crafts alkylation of (hetero)arenes with configurationally labile α-bromoarylacetates. The substitution of highly diastereoenriched α-bromoarylacetates occurs in the presence of AgOTf, and the subsequent reduction affords diverse 2,2-diarylethanols with high yields and enantioselectivities up to 99 : 1 er. In addition, the application of this asymmetric synthetic methodology to the preparation of highly enantioenriched dihydrobenzofuran and indoline derivatives is demonstrated.

Magnetic nano Fe3O4 and CuFe2O4 as heterogeneous catalysts: A green method for the stereo- and regioselective reactions of epoxides with indoles/pyrroles

In this paper, we report a new solvent-free catalytic method using the magnetic nano Fe3O4 and CuFe2O4 as competent heterogeneous catalysts for the stereo- and regioselective reactions of epoxides with indoles/p

Regio- and stereoselective ring-opening reactions of epoxides with indoles and pyrroles in 2,2,2-trifluoroethanol

Aliphatic and aromatic epoxides react regio- and stereoselectively with indoles and pyrroles in 2,2,2-trifluoroethanol without the use of a catalyst or any other additive. While aromatic epoxides are selectively attacked at the benzylic position, aliphatic epoxides react at the less-substituted position. Chiral epoxides react with > 99% ee (ee = enantiomeric excess).

Intra- and intermolecular reactions of indoles with alkynes catalyzed by gold

Indoles react intramolecularly with alkynes in the presence of gold catalysts to give from six- to eight-membered-ring annulated compounds. The cationic AuI complex [Au(P{C6H4-(o-Ph))(tBu) 2)(NCMe)]SbF6 is the best catalyst for the formation of six- and seven-membered rings by 6-endo-dig, 6-exo-dig, and 7-exo-dig cyclizations. Indoloazocines are selectively obtained with AuCl3 as catalyst in a rare 8-endodig process. In this process alienes or tetracyclic annulated derivatives are also formed as a result of an initial fragmentation reaction. The intermolecular reaction of indoles with alkynes proceeds to form 3-alkenylated intermediates that react with a second equivalent of indole to give bisindolyl derivatives. Indoles that are substituted at the 3-position react intermolecularly with alkynes to give 2-alkenylated intermediates that can be trapped intramolecularly with the appropriate nucleophiles.

InBr3-catalyzed Friedel-Crafts addition of indoles to chiral aromatic epoxides: A facile route to enantiopure indolyl derivatives

Aromatic optically active epoxides can be opened in a regioselective and clean way with indoles in the presence of catalytic amount of InBr3 (1 mol %). The reaction takes place with a SN2 pathway affording the 2-aryl-2-(3′-indolyl)-ethan-l-ols with excellent enantioselectivity (ee up to 99%).