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Upstream product

• 2446-51-7 N-methoxybenzamide 
• 5216-31-9 1,2-bis(4-fluorophenyl)acetylene 
• 2132-62-9 4,4'-dimethoxydiphenylacetylene 
• 495-18-1 Benzohydroxamic acid 
• 634-42-4 N-1-naphthalenyl-benzamide 
• 613-94-5 benzoic acid hydrazide 
• 65-85-0 benzoic acid 
• 1821-34-7 N-chlorobenzamide 
• 55-21-0 benzamide 
• 21251-12-7 N-benzoyl-O-acetylhydroxylamine 
• 98-88-4 benzoyl chloride 
• 23031-08-5 benzoyl(pyridin-1-ium-1-yl)amide 

Relevant academic research and scientific papers

Rh(III)-Catalyzed Diverse C—H Functionalization of Iminopyridinium Ylides

Divergent synthesis of useful skeletons has been realized via rhodium(III)-catalyzed C—H activation of iminopyridinium ylides and coupling with various unsaturated coupling reagents. Isocoumarins and isoquinolones were obtained via cleavage of the C—N or

Development of a Traceless Directing Group: Cp*-Free Cobalt-Catalyzed C-H Activation/Annulations to Access Isoquinolinones

A new traceless directing group, 2-(hydroxymethyl)pyridine, has been reported for the Cp*-free cobalt-catalyzed C-H activation/annulation reaction to synthesize isoquinolinones. The reaction exhibits good functional group tolerance, affording products in good to excellent isolated yields under mild conditions. Notably, the directing group can be removed directly in situ along the catalytic process.

Redox-Neutral [4 + 2] Annulation of N-Methoxybenzamides with Alkynes Enabled by an Osmium(II)/HOAc Catalytic System

By making use of a direct C-H activation strategy, an efficient osmium(II)-catalyzed redox-neutral [4 + 2] annulation of N-methoxybenzamides with alkynes has been accomplished. Computational and experimental studies revealed that such transformation leading to the synthesis of the isoquinolone core might follow an Os(II)-Os(IV)-Os(II) catalytic pathway, in which an unusual HOAc-assisted oxidative addition of osmium(II) into the N-O bond to generate the osmium(IV) species was involved as one of the key transition states. Further exploration of divergent C-H activation reaction modes enabled by the osmium(II) catalyst has also been exemplified for one-pot assembly of other either linear or cyclic products.

Palladium-Catalyzed Inert C?H Bond Activation and Cyclocarbonylation of Isoquinolones with Carbon Dioxide Leading to Isoindolo[2,1-b]isoquinoline-5,7-Diones

A palladium-catalyzed inert C?H bond activation and cyclocarbonylation of isoquinolones leading to isoindolo[2,1-b]isoquinoline-5,7-diones under 1 atm of carbon dioxide has been developed. This transformation features high regio- and chemo-selectivity, step-economy, and good functional group tolerance. Most of the corresponding products were obtained in moderate to good yields. It offers an alternative approach for the synthesis of useful diverse isoindolo[2,1-b]isoquinoline-5,7-dione derivatives. (Figure presented.).

Palladium-Catalyzed Oxidative Cyclocarbonylation of Isoquinolones with CO via C?H/N?H Bond Cleavage: Easy Access to Isoindolo[2,1-b]isoquinoline-5,7-dione Derivatives

An efficient and practical synthesis of isoindolo[2,1-b]isoquinoline-5,7-diones through Pd-catalyzed C?H activation/carbonylative annulation of isoquinolones with CO (1 atm) is presented. Deuterium-labeling experiments revealed that the aryl C(sp2)?H bond activation might be the rate-determining step. More interestingly, the title compounds could also be prepared directly from the cascade reaction of N-methoxy benzamides and internal alkynes, as the precursors of isoquinolones, under an atmospheric pressure of carbon monoxide through a Rh/Pd relay catalysis in a user-friendly manner. (Figure presented.).

Preparation method of pharmaceutical intermediate isoquinoline compound

The invention relates to a preparation method of pharmaceutical intermediate isoquinoline compound, comprising the steps of in the presence of a catalyst and a base, allowing a substituted benzamide compound to react with a substituted alkyne compound to

Direct access to cobaltacycles via C-H activation: N-chloroamide- enabled room-temperature synthesis of heterocycles

Cobaltacycle synthesis via C-H activation has been achieved for the first time, providing key mechanistic insight into cobalt catalytic chemistry. NChloroamides are used as a directing synthon for cobalt-catalyzed roomtemperature C-H activation and construction of heterocycles. Alkynes as coupling partners allow convenient access to isoquinolones, a class of synthetically and pharmaceutically important compounds. The broad substrate scope enables a diverse range of substitution patterns to be incorporated into the heterocyclic scaffold.

Rhodium-catalyzed C-H activation of hydrazines leads to isoquinolones with tunable aggregation-induced emission properties

Using an internally oxidizing directing group (DG) strategy, we report a RhIII-catalyzed synthesis of isoquinolones via C-H activation/annulation of benzoylhydrazines and alkynes. Tunable double cascade cyclization of benzoylhydrazines with two equivalents of alkynes led to tetracyclic amides. These N-heterocycles demonstrated adjustable AIE properties.

Diversity-Oriented Synthesis through Rh-Catalyzed Selective Transformations of a Novel Multirole Directing Group

In the context of transition-metal-catalyzed C-H functionalization, directing-group strategy was developed for the improvement of chemical reactivity and selectivity. Recently, to avoid the inherent limitations of traditional mono-role directing groups, a dual-role oxidizing-directing-group strategy was developed, in which the directing group acts both as directing group and oxidant. Herein, we report a multirole directing group, which possesses multiple reactive sites, exhibits unique reactivity and selectivity, and leads to four different types of products from a single starting material through rhodium-catalyzed C-H activation/alkyne annulation reactions. The excellent product diversity and regio- and redox selectivity were well controlled by the tuning of solvents and oxidants. Chemical multitasking: A novel N-N bond containing a multirole directing group is developed, which enables the synthesis of four different products selectively from the same starting material through RhIII catalysis. Key features include ready availability, multiple reactive sites, high redox selectivity and controllability, and multifarious transformations toward important scaffolds and structural diversification. Phth=phthaloyl; DCE=1,2-dichloroethane.

Dehydrative C-H/N-OH functionalizations in H2O by ruthenium(II) catalysis: Subtle effect of carboxylate ligands and mechanistic insight

(Chemical Equation Presented) A ruthenium(II) complex derived from the electron-deficient aromatic carboxylic acid 3-(F3C)C6H4CO2H proved to be a highly efficient catalyst for dehydrative alkyne annulation by NH-free hydroxamic acids in water. The C-H/N-OH functionalization occurred with excellent positional selectivity as well as ample substrate scope, setting the stage for effective intermolecular alkenylations of hydroxamic acids. Detailed mechanistic studies were suggestive of a kinetically relevant C-H metalation by carboxylate assistance along with subsequent migratory alkyne insertion, reductive elimination, and intramolecular oxidative addition.