340757-34-8

Upstream product

• 120-72-9 indole 
• 5292-53-5 diethyl benzalmalonate 

Downstream Products

• 458564-00-6 3-(1-methyl-1H-indol-3-yl)-3-phenyl-propionic acid ethyl ester 
• 405873-09-8 (R)-3-(1-methyl-1H-indol-3-yl)-3-phenyl-propanal 
• 458563-98-9 (S)-ethyl 3-(1H-indol-3-yl)-3-phenylpropanoate 

Relevant academic research and scientific papers

Mechanochemical Copper-Catalyzed Asymmetric Michael-Type Friedel–Crafts Alkylation of Indoles with Arylidene Malonates

A mechanochemical version of the asymmetric Michael-type Friedel–Crafts alkylation of indoles with arylidene malonates was developed. The reaction proceeds under ambient atmosphere using a chiral bis(oxazoline)copper catalyst in a mixer mill. Under these

Polystyrene-supported cu(II)-R-Box as recyclable catalyst in asymmetric Friedel–Crafts reaction

The complex of copper(II) trifluoromethanesulfonate with chiral isopropyl bis(oxazoline) ligand (i-Pr-Box) was immobilized on accessible and inexpensive Merrifield resin according to a “click” procedure. The resulting catalyst showed high efficiency and r

Cu(OTf)2-catalyzed asymmetric friedel-crafts alkylation reaction of indoles with arylidene malonates using bis(sulfonamide)-diamine ligands

A highly efficient Cu-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with arylidene malonates using simple, stable, and easily prepared bis-sulfonamide diamine ligands was developed. The desired products were obtained in up to 99% yiel

Modification of pseudo-C3-symmetric trisoxazoline and its application to the Friedel-Crafts alkylation of indoles and pyrrole with alkylidene malonates

New pseudo-C3-symmetric hetero-trisoxazoline can be easily prepared on a gram scale in good yield. Its combination with copper(II) triflate exhibits high enantiomeric induction in the asymmetric Friedel-Crafts alkylation between indoles and alk

Synthesis of heteroarylidene malonate derived bis(thiazolines) and their application in the catalyzed Friedel-Crafts reaction

A series of novel heteroarylidene malonate derived bis(thiazoline) ligands 1 and 2 were synthesized and applied to a Friedel-Crafts reaction between indole and alkylidene malonate. The Cu(OTf)2 complex of ligand 2b bearing a benzyl group afford

Malonate-type bis(oxazoline) ligands with sp2 hybridized bridge carbon: Synthesis and application in Friedel-Crafts alkylation and allylic alkylation

A series of simple and new C2-symmetric diphenylmethylidene malonate-type bis(oxazoline) ligands were synthesized and applied to the Friedel-Crafts reaction and allylic alkylation. The Cu(II) complex of ligand 4b bearing the benzyl group afford

The importance of 1:1 and 1:2 metal-ligand species in chiral copper(II)-bis(oxazoline) complexes for catalytic activity

The rate ratio of different copper(II)-bis(oxazoline) complexes for catalytic activity was assessed in a simple competitive experiment. The cumulated product enantioselectivity derived from a mixture of catalysts with antipodal chiral induction provided s

Synthesis of new C2- Symmetric fluoren-9-ylidene malonate derived bis(oxazoline) ligands and their application in friedel-crafts reactions

A series of new C2-symmetric fluoren-9-ylidene malonate-derived bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic properties in th

Highly enantioselective friedel-crafts reaction of indole with alkylidenemalonates catalyzed by heteroarylidene malonate-derived bis(oxazoline) copper(II) complexes

A series of cheap and easily accessible heteroarylidenemalonate-derived bis(oxazoline) ligands 1 and 2 were synthesized and their copper(II) complexes were applied to the catalytic Friedel-Crafts reaction between indoles and diethyl alkylidenemalonates, E

Combining fluorous and triazole moieties for the tagging of chiral azabis(oxazoline) ligands

New fluorous-tagged azabis(oxazoline) ligands were prepared using the copper-catalyzed azide-alkyne cycloaddition as ligation method. The resulting ligands were tested in copper-catalyzed asymmetric benzoylations (up to 99% ee), nitroaldol (up to 90% ee), and Michael reactions (up to 82% ee). The combination of unpolar fluorinated alkyl chains and polar triazole moieties imposes properties that are beneficial for the catalysts with respect to recyclability and selectivity. The scope and limitation of this strategy in comparison to analogous catalysts immobilized on methoxypolyethylene glycol (MeOPEG) or polystyrene is discussed. Moreover, this study shows that the choice of solvent for a given reaction is crucial to arrive at highly recyclable bis(oxazoline) catalysts.