19793-95-4

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 73178-23-1 N-benzyl-2-iodobenzamide 
• 100-46-9 benzylamine 
• 293744-55-5 N-benzyl-2-(2'-phenylethynyl)benzamide 
• 7506-50-5 N-(o-chlorobenzoyl)benzylamine 
• 536-74-3 phenylacetylene 
• 19732-69-5 2,3-dibenzyl-3-hydroxyisoindol-1(3H)-one 
• 98-80-6 phenylboronic acid 
• 742699-03-2 N-benzyl-N-ethynyl-2-iodobenzamide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 201230-82-2 carbon monoxide 
• 615-42-9 1,2-Diiodobenzene 
• 109744-41-4 1-iodo-2-(2-phenylethynyl)benzene 
• 708-14-5 phthalide-3-carboxylic acid 

Downstream Products

• 104563-13-5 2,3-Dibenzyl-3-(4-hydroxy-phenyl)-2,3-dihydro-isoindol-1-one 

Relevant academic research and scientific papers

Preparation method of 3-methylene isoindole-1-one derivatives

The invention relates to a preparation method of 3-methylene isoindole-1-one derivatives. The preparation method comprises the following steps: an N-substituted 2-chlorobenzamide derivative in formula (1), alkyne-terminated compounds in formula (2) and ni

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.

Selective cyclization of alkynols and alkynylamines catalyzed by potassium tert-butoxide

Potassium tert-butoxide (t-BuOK) was found to be an effective catalyst for the cyclization of aromatic alkynols and alkynylamines. In the presence of 10 mol % t-BuOK, a range of alkynols were converted to the corresponding exo-cyclic enol ethers as pure Z

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

Metal-free tandem reaction in water: An efficient and regioselective synthesis of 3-hydroxyisoindolin-1-ones

A mild and effective method was developed for the construction of heterocyclic building blocks 3-hydroxyisoindolin-1-ones via a metal-free tandem transformation with excellent regioselectivity. Significantly, the strategy presents an atom-economical and environmentally friendly transformation, in which two new C-N bonds and one C-O bond are formed in water from two simple starting materials. Moreover, a broad spectrum of substrates can participate in the process effectively to produce the desired products in good yields.

Dichotomous control of E/Z-geometry in intramolecular cyclization of o-alkynylbenzamide derivatives catalyzed by organic superbase P4-tBu in the presence/absence of water

E/Z does it! An intramolecular cycli-zation reaction of o-alkynylbenzamides that allows dichotomous control of E/Z-geometry has been developed using an organic superbase, P4-tBu, as a catalyst. The presence/absence of water along with the use of an organi

Syntheses of substituted 3-methyleneisoindolin-1-ones by a palladium-catalyzed sonogashira coupling-carbonylation-hydroamination sequence in phosphonium salt-based ionic liquids

(Chemical Equation Presented) Two efficient approaches for the synthesis of isoindolin-1-one derivatives in phosphonium salt ionic liquids are described. The palladium-catalyzed carbonylation-hydroamination reaction of 1-halo-2-alkynylbenzene with amines

Synthesis of 3-(arylmethylene)isoindolin-1-ones from ynamides by Heck-Suzuki-Miyaura domino reactions. Application to the synthesis of lennoxamine

Substituted 3-(arylmethylene)isoindolin-1-ones can be efficiently synthesized from various ynamides and boronic acids by palladium-catalyzed Heck-Suzuki-Miyaura domino reactions. This methodology has been applied to the total synthesis of lennoxamine and a concise route to this isoindolobenzazepine alkaloid was achieved in eight steps from 2,3-dimethoxybenzoic acid via a key intermediate ynamide.

Heck - Suzuki - Miyaura domino reactions involving ynamides. An efficient access to 3-(arylmethylene)isoindolinones

(Matrix Presented) Substituted 3-(arylmethylene)isoindolin-1-ones can be efficiently synthesized in a stereoselective manner from various ynamides and boronic acids by palladium-catalyzed Heck-Suzuki-Miyaura domino reactions.

The Chemistry of Phthalide-3-carboxylic Acid. V The Reaction of the Acid with Imines

Phthalide-3-carboxylic acids decarboxylate readily in the presence of imines, the product depending on the solvent used.In dimethyl sulfoxide, or in the absence of solvent, at 130 deg, the product is the 3-alkyl 3-hydroxyisoindolone or its dehydration product, but in acetic anhydride at 130 deg the product is a mixture of diastereoisomeric 3-acetylaminoalkylphthalides.The reactions can be applied to the synthesis of natural products such as the isoindoloisoquinoline and phthalideisiquinoline alkaloids.