181717-12-4

Upstream product

• 40400-15-5 2-(2-iodophenyl)acetonitrile 
• 26059-40-5 2-(2-iodophenyl)ethan-1-ol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 772339-84-1 2-[o-(1-butyl-2,2-difluorovinyl)phenyl]ethyl methanesulfonate 
• 16078-30-1 1-Acetyl-2,3-dihydro-1H-indole 
• 863717-88-8 dimethyl 3-(o-iodophenyl)propane-1,1-dicarboxylate 
• 1429337-67-6 1-(4-nitrophenyl)-5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinoline 
• 1258271-69-0 1-(4-methoxyphenyl)-5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinoline 
• 1258271-67-8 1-phenyl-5,6-dihydro[1,2,3]triazolo[5,1-a]isoquinoline 
• 1258271-41-8 1-(2-azidoethyl)-2-iodobenzene 
• 1444097-92-0 C₁₀H₁₀IN₃ 
• 132431-12-0 N-(benzyloxycarbonyl)indoline 
• 495414-20-5 4-(2-iodophenyl)-2,2-diphenylbutanenitrile 
• 495414-07-8 1-(2-iodophenethyl)cyclohexanecarbonitrile 
• 495414-08-9 5-(2-iodophenyl)-2,2-dimethylpentanenitrile 
• 445007-06-7 4-(2-iodophenyl)-2,2-dimethylbutanenitrile 
• 87562-51-4 2,2-dimethyl-5-phenylpentanenitrile 

Relevant academic research and scientific papers

Cyclization of η3-benzylpalladium intermediates derived from carbene insertion

Migratory insertion of benzylidene carbene ligands into arylpalladium(II) species generates η3-benzylpalladium intermediates that can cyclize to generate five- and six-membered rings with new sp3 centers. The reaction tolerates a ran

Facile synthesis of [1,2,3]-triazole-fused isoindolines, tetrahydroisoquinolines, benzoazepines and benzoazocines by palladium-copper catalysed heterocyclisation

An elegant method for the synthesis of 1,2,3-triazoles fused with five-, six-, seven- and eight-membered benzoheterocycles, including isoindoline, tetrahydroisoquinoline, benzoazepine and benzoazocine, has been developed via palladium-copper catalysed reactions in one-pot. The broad scope of this reaction was illustrated by effecting bis-heteroannulations, synthesis of uracil derivatives of biological interest, and employment of acetylene gas as an inexpensive substrate. The reactions are experimentally simple and utilise easily accessible substrates of different types. Georg Thieme Verlag Stuttgart · New York.

Synthesis of indolines via a domino Cu-catalyzed amidation/cyclization reaction

(Chemical Equation Presented) A highly efficient one-pot procedure for the synthesis of indolines and their homologues based on a domino Cu-catalyzed amidation/nucleophilic substitution reaction has been developed. Substituted 2-iodophenethyl mesylates and related compounds afforded the corresponding products in excellent yields. No erosion of optical purity was observed when transforming enantiomerically pure mesylates under the reaction conditions.

Carbopalladation of nitriles: Synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles and related compounds

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)-propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This methodology has been extended to the synthesis of tetralones and cyclopentenones.

Controlled double-bond migration in palladium-catalyzed intramolecular arylation of enamidines

Palladium-catalyzed intramolecular cyclization of N-(N′-tert-butylformimidoyl)-6-[2-(2-iodophenyl)-ethyl]-1,2,3,4- tetrahydropyridine (1a) and N-(N′-tert-butylformimidoyl)-6-[3-(2-iodophenyl)propyl]-1,2,3,4- tetrahydropyridine (1b) respectively results in formation of spiro compounds 1′-(N-tert-butylformimidoyl)-3′,4′-dihydrospiro[indan-1, 2′(1′H)-pyridine] (4a), 1′-(N-tert-butylformimidoyl)-1′,6′-dihydrospiro[indan-1, 2′(3′H)-pyridine] (5a), and 1′-(N-tert-butylformimidoyl)-5′,6′-dihydrospiro[indan-1, 2′(1′H)-pyridine] (6a) and 1′-(N-tert-butylformimidoyl)-3,3′,4,4′- tetrahydrospiro[naphthalene-1(2H),2′(1′H)-pyridine] (4b), 1′-(N-tert-butylformimidoyl)-1′,3,4,6′- tetrahydrospiro[naphthalene-1(2H),2′(3′H)-pyridine] (5b), and 1′-(N-tert-butylformimidoyl)-3,4,5′,6′- tetrahydrospiro[naphthalene-1(2H),2′(1′H)-pyridine] (6b). The double-bond migration process can be controlled, and any of the three double-bond isomers can be prepared by employing proper ligands. A combination of BINAP and the amidine function was required to obtain the isomers 5a and 5b with the double bond in the homoallylic position relative to the aryl group. An electrospray ionization mass spectrometric study was conducted to support suggested reaction intermediates.