86769-97-3

Upstream product

• 100-42-5 styrene 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 204847-93-8 trans-stilbene-2-carbonyl chloride 
• 593-51-1 methylamine hydrochloride 
• 98-88-4 benzoyl chloride 
• 43019-90-5 benzoyl chloride-d5 
• 1315257-09-0 N-methyl-2,3,4,5,6-pentadeuteriobenzamide 
• 88070-48-8 N-methylbenzamide 
• 1079-02-3 benzoic acid-2,3,4,5,6-d5 
• 65-85-0 benzoic acid 
• 637-44-5 phenylpropyolic acid 
• 60901-21-5 o-styrylbenzoic acid 
• 63104-88-1 Methyl 2-styrylbenzoate 
• 536-74-3 phenylacetylene 

Downstream Products

• 86770-02-7 3-Benzyl-2,3-dihydro-2-methyl-1H-isoindol-1-one 
• 32832-96-5 2-phenethylbenzaldehyde 
• 161521-66-0 trans-2-<(N-methylamino)methyl>stilbene 

Relevant academic research and scientific papers

Rhodium-Catalyzed Electrooxidative C?H Olefination of Benzamides

Metal-catalyzed chelation-assisted C?H olefinations have emerged as powerful tools for the construction of functionalized alkenes. Herein, we describe the rhoda-electrocatalyzed C?H activation/alkenylation of arenes. The olefinations of challenging electron-poor benzamides were thus accomplished in a fully dehydrogenative fashion under electrochemical conditions, avoiding stoichiometric chemical oxidants, and with H2 as the only byproduct. This versatile alkenylation reaction also features broad substrate scope and used electricity as a green oxidant.

Controlled mono-olefination: Versus diolefination of arenes via C-H activation in water: A key role of catalysts

Herein, we report the olefination of arenes via C-H activation in water instead of in expensive and pollution-causing organic solvents. In this process, the catalysts were shown to play a key role in controlling mono- and diolefinations. More specifically

Cobalt(III)-Catalyzed C?H Activation: Counter Anion Triggered Desilylative Direct ortho-Vinylation of Secondary Benzamides

A Co(III)-catalyzed counter anion triggered desilylative direct ortho-vinylation of secondary benzamides is reported. The reaction furnishes the alkenylated product, exclusively, and no formation of the possible cyclic products was observed. Mechanistic studies suggest that the counter anion, [SbF6]?, plays a crucial role in the desilylation. The utility of alkynylsilanes instead of terminal alkynes turned out to be a potential and practical approach to obtain the corresponding vinylated products. The developed methodology is compatible with a variety of functional groups. (Figure presented.).

Cobalt(III)?Catalyzed C?H Activation: A Secondary Amide Directed Decarboxylative Functionalization of Alkynyl Carboxylic Acids Wherein Amide NH-group Remains Unreactive

A Co(III)-catalyzed C?H activation reaction for ortho-alkenylation of benzamides (aryl/heteroaryl) and C2-alkenylation of indole derivatives have been developed using alkynyl carboxylic acid as an alkene source. A high regioselectivity has been achieved i

Intramolecular Hydroamidation of ortho-Vinyl Benzamides Promoted by Potassium tert-Butoxide/N,N-Dimethylformamide

An intramolecular hydroamidation of ortho-vinyl benzamides had been developed. The reaction was promoted efficiently by potassium tert-butoxide and N,N-dimethylformamide without the need for strong oxidants or transition-metal catalysts. A series of dihyd

Ru(II)-Catalyzed C-H Activation: Amide-Directed 1,4-Addition of the Ortho C-H Bond to Maleimides

Maleimide has been used as a selective coupling partner to generate conjugate addition products exclusively. The typical Heck-type oxidative coupling that occurs when alkenes are used is avoided by choosing maleimide as an alkene, which cannot undergo β-hydride elimination due to the unavailability of a syn-periplanar β-hydrogen atom. The amide nitrogen, which is notorious for undergoing tandem reactions to generate spirocyclic or annulation products under cross-coupling conditions, remains innocent in this report. Along with the substrate scope, a robustness screen has been performed to analyze the performance of amide as a directing group in the presence of other directing groups and also to examine the tolerance of the reaction conditions for other frequently encountered functional groups.

Ru(II)/PEG-400 as a highly efficient and recyclable catalytic media for annulation and olefination reactions: Via C-H bond activation

In this report synthesis of isoquinolinones, isocoumarins, and N-methyl isoquinolinones and olefination of the Weinreb amides by C-H bond activation using Ru(ii)/PEG-400 as green and recyclable media are documented. This developed methodology is capable o

Fujiwara-Moritani Reaction of Weinreb Amides using a Ruthenium-Catalyzed C-H Functionalization Reaction

The ruthenium-catalyzed Fujiwara-Moritani reaction (oxidative-Heck reaction) of Weinreb amides is reported herein. The reaction affords exclusively ortho-C-H olefination products, has excellent substrate scope and tolerates halogen functionalities, which increase the synthetic utility of the method. A variety of activated olefins as well as styrenes can be employed as coupling partners. RU sure? The ruthenium-catalyzed Fujiwara-Moritani reaction (oxidative-Heck reaction) of Weinreb amides has been reported. The reaction affords exclusively ortho-C-H olefination products, has excellent substrate scope and tolerates halogen functionalities; this increases the synthetic utility of the method.

Re/Mg bimetallic tandem catalysis for [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization

A rhenium-magnesium cocatalyzed [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization is described. The reaction features a divergent and high level of diastereoselectivities, which are readily switchable by subtle tuning of reaction conditions. Thus, a wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner. Moreover, mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.