476619-76-8

Upstream product

• 13421-13-1 4-chloro-2-iodobenzoic acid 
• 89-77-0 2-Amino-4-chlorobenzoic acid 

Downstream Products

• 1001351-10-5 4-chloro-2-iodo-N,N-diisopropylbenzamide 
• 1453187-86-4 ethyl (E)-3-[(Z)-1-(4-chlorophenylimino)-3-hexyl-1H-isochromen-4-yl]acrylate 
• 1453187-89-7 ethyl (E)-3-[(Z)-6-chloro-3-phenyl-1-(phenylimino)-1H-isochromen-4-yl]acrylate 
• 1453187-90-0 ethyl (E)-3-[(Z)-6-chloro-3-hexyl-1-(phenylimino)-1H-isochromen-4-yl]acrylate 
• 1377927-16-6 4-chloro-2-iodo-N-phenylbenzamide 
• 587881-23-0 3-benzyl-7-chloro-2-(2-methylpropyl)-3,4-dihydroquinazolin-4-one 
• 1616629-19-6 3-benzyl-7-chloro-2-(4-oxopentyl)quinazolin-4(3H)-one 
• 942319-20-2 4-chloro-2-iodobenzamide 
• 7147-90-2 4-chlorophthalimide 
• 1628347-87-4 3-chloro-10-phenyl-5H-dibenzo[b,e][1,4]diazepin-11-(10H)-one 
• 1581735-32-1 2'-methyl-6'-phenylspiro[cyclohexane-1,1'-isoindolin]-3'-one 
• 1581735-31-0 2-ethyl-3,3-dimethyl-5-phenylisoindolin-1-one 
• 1581735-30-9 2-methyl-3,3-dimethyl-5-phenylisoindolin-1-one 
• 1581735-29-6 2-isopropyl-3,3-dimethyl-5-phenylisoindolin-1-one 

Relevant academic research and scientific papers

Tetrabutylammonium Iodide (TBAI) Catalyzed Electrochemical C-H Bond Activation of 2-Arylated N -Methoxyamides for the Synthesis of Phenanthridinones

An electrochemical method for the synthesis of phenanthridinones through constant-potential electrolysis (CPE) mediated by Bu 4 NI (TBAI) is reported. The protocol is metal and oxidant free, and proceeds with 100% current efficiency. TBAI plays a dual role as both a redox catalyst and a supporting electrolyte. The intramolecular C-H activation proceeds under mild reaction conditions and with a short reaction time through electrochemically generated amidyl radicals. The reaction has been scaled up to a gram level, showing its practicability, and the synthetic utility and applicability of the protocol have been demonstrated by a direct one-step synthesis of the bioactive compound phenaglaydon.

Synthesis of Spiro[benzofuran-2,2'-benzo[b]thiophene]-3,3'-diones via PIDA/CuBr-Mediated Spirocyclization

A phenyliodine(III) diacetate (PIDA)/CuBr-mediated construction of the novel 3H,3'H-spiro[benzofuran-2,2'-benzo[b]thiophene]-3,3'-dione skeleton was realized from the reaction of (Z)-3-hydroxy-1-(2-hydroxyphenyl)-3-(2-halogenphenyl)prop-2-en-1-ones with p

PPh3/I2/HCOOH: An efficient CO source for the synthesis of phthalimides

A straightforward and general method has been developed for the synthesis of phthalimide derivatives from 2-iodobenzamides and PPh3/I2/HCOOH in the presence of a catalytic amount of Pd(OAc)2. The reaction results demonstrate that PPh3/I2/HCOOH is a facile, efficient and safe CO source. The whole process is carried out in toluene at 80 °C and furnishes the desired products in good to excellent yields.

Palladium-Catalyzed Dearomative Arylvinylation Reaction of Indoles with N-Arylsulfonylhydrazones

A Pd-catalyzed dearomative arylvinylation reaction of indoles with N-arylsulfonylhydrazones as coupling partners is developed, which proceeds via a domino sequence involving dearomative carbopalladation, Pd-carbene migratory insertion, and regioselective

Diastereoselective Nickel-Catalyzed Carboiodination Generating Six-Membered Nitrogen-Based Heterocycles

A scalable, diastereoselective nickel-catalyzed carboiodination reaction is reported that avoids metal-based reducing agents. Novel anti-dihydroquinolones and previously unreported tetrahydroquinolines are now readily prepared. The generation of anti-dihydroquinolones is noteworthy, as this selectivity is opposite to that of the Pd variant. Mechanistic insight into the nature of the nickel-catalyzed carboiodination reaction was derived experimentally, suggesting a catalyst-controlled cyclization and stereoretentive reductive elimination.

Direct Difluorination-Hydroxylation, Trifluorination, and C(sp2)-H Fluorination of Enamides

A direct double functionalization involving both difluorination and hydroxylation of enamides is reported. With the appropriate combination of an electrophilic fluorinating reagent and H2O, the most convenient and ecofriendly hydroxylating agent, the preparation of 3-(difluoroalkyl)-3-hydroxyisoindolin-1-ones was achieved under basic or Br?nsted acidic conditions. Suitable conditions for trifluorination as well as C(sp2)-H fluorination were also identified. Subsequent asymmetric functionalization of the obtained gem-difluorinated products has also been demonstrated.

Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction

A one-pot reaction has been devloped for the preparation of 1,2,3-fused indole polyheterocycles by starting from 2-iodobenzamide and 2-iodobenzyl cyanide in the presence of a copper catalyst. The cascade process involves the efficient formation of one C–C

Palladium-Catalyzed Alkylation with Alkyl Halides by C(sp3)?H Activation

Utilizing halogens as traceless directing goups represents an attractive strategy for C?H functionalization. A two C?H alkylation system, initiated by the oxidative addition of organohalides to Pd0, has been developed. The first reaction involves an intermolecular alkylation of palladacycles to form C(sp3)?C(sp2) bonds followed by C(sp2)?H activation/cyclization to deliver alkylated benzocyclobutenes as the final products. In the second reaction, two C?C bonds are formed by the reaction of palladacycles with CH2Br2, and provides a facile and efficient method for the synthesis of indanes. The alkylated benzocyclobutene products can be transformed into tricyclic hyrocarbons, and the indane derivatives are essential structural motifs in bioactive and odorant molecules.

Synthesis of 2-(1,2,3-Triazolyl)benzamide Derivatives by a Copper(I)-Catalyzed Multicomponent Reaction

The copper-catalyzed multicomponent reaction of 2-iodobenzamides, NaN3, and terminal alkynes for the synthesis of 2-(1,2,3-triazolyl)benzamide derivatives was achieved in a one-step process over a short period of time under mild conditions. The transformation involved a C(aryl)–N bond formation process followed by an azide–alkyne cycloadditon reaction. The absence of external base was crucial for the preferred reaction pathway to occur.

Palladium-Catalyzed 6-endo-Selective Oxycyclization-Alkene Addition Cascades of ortho-Alkynylarylcarboxamides and α,β-Unsaturated Carbonyl Compounds

Regio- and chemoselective palladium-catalyzed cyclization-coupling cascade reactions between ortho-alkynylarylcarboxamides and methyl vinyl ketone or acrylaldehyde are described. An initial 6-endo-oxypalladation of the triple bond is followed by a C-C cou