1726-16-5

Upstream product

• 82359-81-7 2,3-dihydro-3-methylene-2-benzyl-1H-isoindolone 
• 123-72-8 butyraldehyde 
• 566151-92-6 2-benzyl-3-methyl-3-phenylsulfanyl-2,3-dihydro-isoindol-1-one 
• 118-92-3 anthranilic acid 
• 4122-56-9 methyl o-formylbenzoate 
• 100-46-9 benzylamine 
• 24257-93-0 2-acetylbenzaldehyde 
• 88-67-5 2-Iodobenzoic acid 
• 609-67-6 2-Iodobenzoyl chloride 
• 14321-27-8 N-ethylbenzylamine 
• 349110-18-5 N-benzyl-N-ethyl-2-iodobenzamide 
• 577-56-0 2-acetyl-benzoic acid 
• 97049-78-0 2,3-dihydro-3(nitromethyl)-2-phenylmethyl-1H-isoindol-1-one 
• 293744-64-6 N-benzyl-2-[2-(trimethylsilyl)ethynyl]benzamide 

Relevant academic research and scientific papers

Harnessing the reactivity of Ortho-formyl-arylketones: Base-promoted regiospecific synthesis of functionalized isoquinolines

An efficient and base-mediated one-pot regiospecific synthesis of structurally diversified isoquinolines and benzo[h] isoquinolines from easily accessible ortho-formyl-arylketones and aryl/(het)arylmethanamines has been described. Challenging 3-alkynyl/alkenyl isoquinolines and bis-isoquinolines were easily attained through this developed chemistry, which can be further used for various organic transformations. Operational simplicity, high atom-economy, broad substrate scope, functional group tolerance and applicability towards large scale synthesis are the advantageous features of this developed methodology.

Approach to Isoindolinones, Isoquinolinones, and THIQs via Lewis Acid-Catalyzed Domino Strecker-Lactamization/Alkylations

A one-pot, three-component synthesis of widely substituted isoindolinones and isoquinolinones, featuring a Lewis acid-catalyzed efficient Strecker reaction and lactamization sequence, affording products in good to high yields is reported. The method has also been extended to the synthesis of tetrahydroisoquinolines (THIQs) in high yields. (Chemical Equation Presented).

KOtBu-mediated synthesis of dimethylisoindolin-1-ones and dimethyl-5-phenylisoindolin-1-ones: Selective C-C coupling of an unreactive tertiary sp3 C-H bond

A new reaction for the synthesis of dimethylisoindolinones has been presented from 2-halo-N-isopropyl-N-alkylbenzamide substrates and KO tBu by the selective C-C coupling of an unreactive tertiary sp 3 C-H bond. The reaction manifest

Hydrogenolysis of the C-O bond of hydroxylactams as a convenient method for the synthesis of substituted isoindolin-1-ones

A simple and efficient method for the synthesis of isoindolin-1-ones containing alkyl or aryl substituents at positions 2 and (or) 3 was suggested. The method is based on the earlier unknown Pd0-catalyzed hydrogenolysis of hydroxylactams.

A new entry for the preparation of substituted aromatic carbonyl compounds mediated by Samarium(II) iodide

A new route to substituted aromatic lactones and lactams via SMI2-promoted desulfurization is described. Direct replacement of the phenylthio substituent by hydroxyalkylated groups featuring the novel accessible process for the construction of continuous quaternary carbon centers could be accomplished when the same type of reactions was undertaken with carbonyl compounds in the presence of SmI2.

Synthesis of 5-alkyl- and 5-aryl-1,5-dihydro-2H-pyrrol-2-ones via coupling of 5-chloro-1,5-dihydro-2H-pyrrol-2-ones with organometallic compounds

5-Chloro-1,5-dihydro-2H-pyrrol-2-ones are easily alkylated at the 5-position by organomagnesium or organozinc compounds and diethyl sodiomalonate leading to corresponding 5-alkyl-1,5-dihydro-2H-pyrrol-2-ones in high yields.

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.