40523-32-8

Upstream product

• 5194-48-9 α-oxo-bibenzyl-2-carboxylic acid amide 
• 77287-34-4 formamide 
• 4767-56-0 (Z)-3-benzylidenephthalide 
• 90959-08-3 3-phenyl-3,4-dihydro-1-oxo-1H-2-benzopyran-4-carboxylic acid 
• 32183-76-9 2-(phenylethynyl)benzonitrile 
• 36081-66-0 2'-bromo-2-phenylacetophenone 
• 891194-28-8 methyl 1-oxo-1,3-dihydro-2H-isoindole-2-carboxylate 
• 100-52-7 benzaldehyde 
• 5159-41-1 2-iodobenzyl alcohol 
• 4387-36-4 2-iodobenzonitrile 
• 167558-57-8 1,1-Dibromo-2-(o-carboxamidophenyl)ethene 
• 98-80-6 phenylboronic acid 
• 4001-73-4 2-Bromobenzamide 
• 536-74-3 phenylacetylene 

Downstream Products

• 40523-36-2 (Z)-3-benzylidene-2-methyl-2,3-dihydro-1H-isoindolin-1-one 
• 39142-91-1 3-benzyl-2,3-dihydro-1H-isoindolin-1-one 
• 19793-96-5 (Z)-2-benzyl-3-benzylidene-2,3-dihydro-1H-isoindolin-1-one 

Relevant academic research and scientific papers

SET photochemistry of phthalimide anion and its reactivity with hydrogen donors

The investigation of the photochemistry of phthalimide anion has uncovered its exceptional reactivity with hydrogen donors such as alcohols, toluene, ethers and amines. Photoreactions can be conducted to high conversions and photoadducts are formed in high yield and with predictable regioselectivity. Exploratory studies have revealed that SET from the excited phthalimide anion to phthalimide is a thermodinamically favourable step that produces the electrophilic phthalimidyl radical and is the key step of the process.

Influence of N-Substitution in 3-Alkyl-3-hydroxyisoindolin-1-ones on the Stereoselectivity of Br?nsted Acid-Catalyzed Synthesis of 3-Methyleneisoindolin-1-ones

A comprehensive study on the influence of N-substitution on the stereoselective outcome of the synthesis of 3-methyleneisoindolin-1-ones from 3-alkyl-3-hydroxyisoindolin-1-ones is reported. The study was performed on an array of structurally diverse 3-alkyl-3-hydroxyisoindolin-1-ones with tunable sizes of N-substituents. In a methanesulfonic acid-catalyzed reaction, substrates without N-substituent (N?H) afforded exclusively the Z-isomer, while an increase in their size was followed by the formation of a stereoisomeric mixture with the E-isomer as the major component.

Copper-mediated oxidative C-H/N-H activations with alkynes by removable hydrazides

The efficient copper-mediated oxidative C-H alkynylation of benzhydrazides was accomplished with terminal alkynes. Thus, a heteroaromatic removable N-2-pyridylhydrazide allowed for domino C-H/N-H functionalization. The approach featured remarkable functional group compatibility and ample substrate scope. Thereby, highly functionalized aromatic and heteroaromatic isoindolin-1-ones were accessed with high efficacy with rate-limiting C-H cleavage.

Highly stereoselective synthesis of (Z)-3-methoxy-1-methyleneisoindoles via DMAP catalyzed cyclization of methyl 2-alkynylbenzimidates

A DMAP (4-dimethylaminopyridine) catalyzed cyclization of methyl 2-alkynylbenzimidates has been developed, which affords 3-methoxy-1-methyleneisoindoles with excellent Z-stereoselectivity under mild and transition-metal-free conditions. The (Z)-3-methoxy-

Preparation method of cis-3-alkoxy-1-methylene isoindole derivative

The invention relates to a preparation method of a cis-3-alkoxy-1-methylene isoindole derivative. The preparation method comprises the following step: synthesizing cis- 3-alkoxy-1-methylene isoindolewith high stereoselectivity by taking a p-alkyne phenyl imidoate compound as a raw material and organic or inorganic alkali as a catalyst. The method is low in catalytic cost, mild in reaction condition, relatively high in synthetic yield and simple to operate. By deriving 3-alkoxy-1-methylene isoindole, isoindolinone, 3-amino-1-methylene isoindole and 1-alkyl-3-methylene isoindole can be synthesized efficiently. The derivatives are core structural units of many natural products, exist in molecules of various natural products and medicines widely and have relatively wide biological activity. The invention provides a novel method for synthesizing 3-alkoxy-1-methylene isoindole and the derivatives.

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.

Phenylidene phenyl peptide compounds and medicinal composition and application thereof

The invention provides phenylidene phenyl peptide compounds, a medicinal composition using the phenylidene phenyl peptide compounds as active components, and application thereof as monoamine oxidase B(MAO-B) inhibitors and application thereof to preparation of medicines for treating Parkinson's disease (PD). Monoamine oxidase B (MAO-B) has been proved to be closely related to the pathogenesis ofthe Parkinson's disease (PD) and is a classic target for research and development of the medicines for treating the Parkinson's disease (PD). The invention provides application of the phenylidene phenyl peptide compounds to preparation of the monoamine oxidase B (MAO-B) inhibitors. In-vitro kinase activity experiments prove that the phenylidene phenyl peptide compounds have a significant monoamineoxidase B (MAO-B) inhibiting effect.

Synthesis of Secondary Unsaturated Lactams via an Aza-Heck Reaction

The preparation of unsaturated secondary lactams via the palladium-catalyzed cyclization of O-phenyl hydroxamates onto a pendent alkene is reported. This method provides rapid access to a broad range of lactams that are widely useful building blocks in alkaloid synthesis. Mechanistic studies support an aza-Heck-type pathway.

Synthesis of 3-substituted isoindolin-1-ones via a tandem desilylation, cross-coupling, hydroamidation sequence under aqueous phase-transfer conditions

A simple and expedient method for the synthesis of 3-methylene-isoindolin-1-ones 4 under aqueous phase-transfer conditions has been developed. Starting from 2-iodobenzamides 1 and (silyl)alkynes, the products are obtained in high yields and short reaction times (30 min) with the use of inexpensive CuCl/PPh3 catalyst system in the presence of n-Bu4NBr (TBAB) as a phase-transfer agent. Terminal alkynes are conveniently "unmasked" upon in situ desilylation under the reaction conditions. Alkynes possessing heterocyclic moieties were also found as amenable substrates. Furthermore, a one-pot process starting from 2-iodobenzamides 1, aryl halides (bromides or iodides) and trimethylsilylacetylene (TMSA) as a convenient acetylene surrogate was also shown to be feasible under Pd/Cu catalysis.

Cobalt(II)-Catalyzed Csp2-H Alkynylation/Annulation with Terminal Alkynes: Selective Access to 3-Methyleneisoindolin-1-one

A highly efficient cobalt(II)-catalyzed alkynylation/annulation of terminal alkynes assisted by an N,O-bidentate directing group is described. This protocol is characterized by wide substrate scope utilizing cheap cobalt catalysts, and offers a new approa