293744-58-8

Upstream product

• 36684-49-8 2-iodo-N-(4-methoxyphenyl)benzamide 
• 536-74-3 phenylacetylene 
• 88-67-5 2-Iodobenzoic acid 
• 609-67-6 2-Iodobenzoyl chloride 

Downstream Products

• 202004-83-9 (3Z)-3-benzylidene-2-(4-methoxyphenyl)isoindolin-1-one 
• 1202401-13-5 (Z)-4-methoxy-N-(3-phenyl-1H-isochromen-1-ylidene)aniline 
• 14959-48-9 (4-methoxyphenyl)[3-phenyl-1H-2-benzopyran-1-ylidene]amine 
• 1258511-22-6 ethyl (E)-3-[2-(4-methoxyphenyl)-1-oxo-3-phenyl-1,2-dihydroisoquinolin-4-yl]acrylate 
• 1379481-67-0 C₄₄H₃₂N₂O₄ 
• 1453187-84-2 ethyl (E)-3-{(Z)-1-[(4-methoxyphenyl)imino]-3-phenyl-1H-isochromen-4-yl}acrylate 

Relevant academic research and scientific papers

Electrochemical synthesis of isobenzofuran-1-imines using oxidative halocyclization ofo-alkynylbenzamides

Electrochemical oxidative 5-exo-dig-oxo-halocyclization ofo-alkynylbenzamides was achieved using readily available NaX (X = Cl, Br and I) salts under mild reaction conditions. The use of a cheap and highly stable sodium halide as a halide ion source is im

A simple access to N-(un)substituted isoquinolin-1(2H)-ones: Unusual formation of regioisomeric isoquinolin-1(4H)-ones

A ligand/additive/Pd-free Cu-mediated coupling/cyclization strategy afforded the first practical, one-pot and general approach towards synthesis of N-(un)substituted isoquinolin-1(2H)-ones. Both the catalyst and the solvent used are recyclable. The use of the Cu reagent in excess led to the unusual formation of regioisomeric and uncommon isoquinolin-1(4H)-ones. This journal is the Partner Organisations 2014.

A practical protocol for three-component, one-pot, stepwise sonogashira-heterocyclization-heck couplings

A three-component, one-pot, stepwise Sonogashira-heterocyclization-Heck- coupling process was developed starting from either haloarenecarboxamides, halophenols or haloanilines, terminal alkynes and electron-deficient alkenes. Cyclic imidate-, benzofuran-,

Synergistic effect of palladium and copper catalysts: Catalytic cyclizative dimerization of ortho-(1-alkynyl)benzamides leading to axially chiral 1,3-butadienes

Two is better than one: In the presence of Pd(OAc)2 and Cu(OAc)2, o-(1-alkynyl)benzamides 1 were converted into bis-iminobenzoisofurans with an axially chiral 1,3-diene 2 unit. The coexistence of both Pd and Cu catalysts was found to be essential for both the cyclizative dimerization process and for the observed unusual cyclization mode. Copyright

Highly efficient access to iminoisocoumarins and α-iminopyrones via AgOTf-catalyzed intramolecular enyne-amide cyclization

(Chemical Equation Presented) Iminoisocoumarins and α-iminopyrones are prepared via Sonogashira coupling and AgOTf-catalyzed 6-endo-dig O-cyclization of the enyne-amide system in dichloroethane, in one pot or stepwise, respectively.

Product selectivity control in the heteroannulation of o-(1-Alkynyl)benzamides

The selective synthesis of (Z)- or (E)-3-aryl/vinyl/alkylidene-isoindolones, and 2-benzopyran derivatives from o-(1-alkynyl)benzamides by means of a suitable choice of bases or silver catalysis is described.

Palladium-catalysed heteroannulation with terminal alkynes: A highly regio- and stereoselective synthesis of (Z)-3-aryl(alkyl)idene isoindolin-1- ones

A highly regio- and stereoselective method for the synthesis of (Z)-3- aryl(alkyl)idene isoindolin-1-ones through palladium-copper catalysis is described. 2-Iodobenzamide 1 and its substituted derivatives 2-10 were reacted with terminal alkynes 11-19 in the presence of (PPh3)2PdCl2, CuI, and Et3N in DMF mostly at 80°C for 16 h to yield the 2-alkynyl substituted benzamides 20-38, 40-45, 77 which could then be cyclised with NaOEt in EtOH to the 3-aryl(alkyl)idene isoindolin-1-ones 46-49, 51, 53-55, 57, 59-71, 73 and 75. In certain cases, the isoindolin-1-ones 50, 52, 56 and 58 could be directly obtained by the palladium-catalysed reactions. (C) 2000 Elsevier Science Ltd.

Two (Z)-N-aryl-3-benzylideneisoindolin-1-ones

Two isoindolin-1-one derivatives, (Z)-3-benzylidene-N-phenylisoindolin-1-one, C21H15NO, (II), and (Z)-3-benzylidene-N-(4-methoxyphenyl)isoindolin-1-one, C22H17NO2, (III), were synthesized by the palla

A highly regio and stereoselective synthesis of (Z)-3- aryl(alkyl)idene isoindolin-1-ones via palladium catalyzed annulation of terminal alkynes

o-Iodobenzamide or its N-substituted derivatives 4-10 and terminal alkynes 11-17 reacted in DMF in the presence of bis(triphenylphosphine)palladium(II)chloride, cuprous iodide and triethylamine leading to (Z)-3- arylidene isoindolin-1-ones (22, 24, 27 and 28) or o-alkynyl N-substituted benzamides (I). The latter could be cyclised with sodium in ethanol in a completely regio and stereoselective manner to (Z)-3-aryl(alkyl)idene isoindolin-1-ones 18-35.