76464-90-9

Upstream product

• 5159-41-1 2-iodobenzyl alcohol 
• 62-53-3 aniline 
• 15310-01-7 benodanil 
• 100-46-9 benzylamine 
• 26260-02-6 2-iodobenzaldehyde 
• 39087-82-6 N-(2-iodobenzylidene)aniline 
• 40400-13-3 2-Iodobenzyl bromide 

Downstream Products

• 886979-30-2 phenyl-(2-trimethylsilanylethynyl-benzyl)-amine 
• 229-87-8 phenanthridine 
• 758640-21-0 N-Benzylaniline 
• 1190427-69-0 methyl 2-[N-(2-iodobenzyl)-N-phenylamino]acetate 
• 1428882-42-1 (E)-2-phenyl-1-styrylisoindoline 
• 108288-70-6 2-phenyl-2,3-dihydrobenzisothiazole-1,1-dioxide 
• 1364231-68-4 N-(2-iodobenzyl)-N,3-diphenylpropiolamide 
• 83697-67-0 N-benzoyl-(6H)phenanthridine 
• 324738-54-7 2-ethynylbenzyl(phenyl)carbamyl chloride 
• 886979-33-5 N-(2-ethynylbenzyl)aniline 
• 866097-03-2 N-(2-iodobenzyl)-N-phenylbenzamide 
• 866097-04-3 N-(2-iodobenzyl)-N-phenylpivalamide 
• 217461-74-0 (E)-3-[(2-Iodo-benzyl)-phenyl-amino]-acrylic acid methyl ester 
• 50844-93-4 5,6,5',6'-tetrahydro-[6,6']biphenanthridinyl 

Relevant academic research and scientific papers

Synthesis of 3,4-Fused Tricyclic Indoles through Cascade Carbopalladation and C-H Amination: Development and Total Synthesis of Rucaparib

3,4-Fused tricyclic indole scaffolds are ubiquitous in bioactive natural products and pharmaceuticals. A new protocol for the synthesis of 3,4-fused tricyclic indoles has been developed through cascade carbopalladation and C-H amination with N,N-di-tert-butyldiaziridinone. The protocol allows access to a range of 3,4-fused tricyclic indoles, including those containing various linkers and fused with medium-sized rings. Rucaparib can be synthesized via this reaction, providing an advantageous synthetic method for the FDA-approved cancer medicine.

Pd-Catalyzed Selective Synthesis of Cyclic Sulfonamides and Sulfinamides Using K2S2O5 as a Sulfur Dioxide Surrogate

A variety of cyclic sulfonamides and sulfinamides could be selectively synthesized under Pd catalysis using haloarenes bearing amino groups and a sulfur dioxide (SO2) surrogate. The amount of base was key in determining the selectivity. Mechanistic studies revealed that sulfinamides were initially formed via an unprecedented formal insertion of sulfur monoxide and were oxidized to sulfonamides in the presence of an iodide ion and DMSO.

Indium-catalyzed reduction of secondary amides with a hydrosiloxane leading to secondary amines

Described herein is that the selective reduction of aromatic/aliphatic secondary amides using a combination of InI3 and TMDS (1,1,3,3-tetramethyldisiloxane), which led to the production of the corresponding secondary amines. This reducing system showed a relatively high tolerance to a variety of functional groups, such as an alkyl, an alkoxy, a halogen, a cyano, an ether, a thioether, a heterocyclic ring, and a terminal alkene group.

Method of producing higher amine (by machine translation)

PROBLEM TO BE SOLVED: To provide a method of producing a secondary or tertiary higher amine. SOLUTION: The method of producing a higher amine comprises allowing a primary or secondary amine to react with an alcohol in the presence of at least one species of hydrogen halide selected from hydrogen chloride, hydrogen bromide and hydrogen iodide, or in the presence of a compound capable of producing a hydrogen halide (such as 1,3,5-triazo-2,4,6-triphosphorine-2,2,4,4,6,6-chloride). If the raw material amine is a primary amine, a secondary higher amine and a tertiary higher amine can be produced. If the raw material amine is a secondary amine, a tertiary higher amine can be produced. COPYRIGHT: (C)2012,JPO&INPIT

Synthesis of phenanthridine derivatives via photolysis

An improved photochemical method for producing the prolifically bioactive phenanthridine system is reported. A wide variety of derivatives were obtained in two steps in yields ranging from 31 to 95%.

Neocuproine-KOtBu promoted intramolecular cross coupling to approach fused rings

Polycycles can be produced with different linkages (A, B = O, N, C, S) by constructing biaryl C-C bonds via neocuproine-KOtBu promoted cross coupling between C-Xs and C-Hs.

Iron/amino acid catalyzed direct N-alkylation of amines with alcohols

(Chemical Equation Presented) Ironing it out: The straightforward N-alkylation using alcohols and iron/amino acid catalysis is described (see scheme). The reaction does not proceed by the conventional "borrowing hydrogen" mechanism, but appears to involve a substitution pathway (S N) at the sp3 carbon atom bearing the hydroxy group of the alcohol. Developing a catalyst that is effective at a near neutral pH was key to the successful N-alkylation.

Palladium catalysed tandem cyclisation-anion capture processes. Part 8 [1]: In situ and preformed organostannanes. Carbamyl chlorides and other starter species

A sequential one-pot process is reported involving in situ, palladium catalysed, formation of a series of tributylstannyl-1,2-carbo and heterocyclic dialkylidene-5-membered rings from the corresponding 1,6-diynes and Bu 3SnH. These substrates a

Direct arylation reactions catalyzed by Pd(OH)2/C: Evidence for a soluble palladium catalyst

Palladium hydroxide on carbon (Pearlman's catalyst) effectively catalyzes direct arylation reactions of aryl iodides and bromides, providing excellent arylation-to-hydrodehalogenation ratios (>30:1) with broad scope for both intra- and intermolecular arylation processes. Studies aimed at determining the nature of the active catalyst indicate that an active homogeneous palladium species is produced under the reaction conditions.