1620194-08-2

Upstream product

• 43019-96-1 d₂-benzoyl chloride 
• 52568-28-2 2-(pyridin-2-yl)isopropyl amine 
• 4551-39-7 2-deuteriobenzoic acid 
• 583-55-1 1-Bromo-2-iodobenzene 
• 22069-99-4 1-bromo-2-deuterobenzene 

Downstream Products

• 1620193-44-3 2-hydroxy-N-(2-(pyridin-2-yl)propan-2-yl)benzamide 
• 69-72-7 salicylic acid 
• 1620194-11-7 C₁₅H₁₅⁽²⁾HN₂O₂ 
• 6072-49-7 2-(2'-carboxyphenyl)thiophene 

Relevant academic research and scientific papers

Copper/silver-mediated direct ortho-ethynylation of unactivated (hetero)aryl C-H bonds with terminal alkyne

A copper/silver-mediated oxidative ortho-ethynylation of unactivated aryl C-H bonds with terminal alkyne has been developed.The reaction uses the removable PIP directing group and features broad substrate scope, high functional-group tolerance, and compatibility with a wide range of heterocycles, providing an efficient synthesis of aryl alkynes. This procedure highlights the potential of copper catalysts to promote unique, synthetically enabling C-H functionalization reactions that lie outside of the current scope of precious metal catalysis.

Copper-mediated hydroxylation of arenes and heteroarenes directed by a removable bidentate auxiliary

A copper-mediated C-H hydroxylation of arenes and heteroarenes using our newly developed PIP directing group has been developed. This procedure is scalable and compatible with a wide range of functional groups and heteroarenes, providing an operationally simple protocol for the synthesis of o-hydroxybenzamides. The hydroxylation of nicotinamides gave 4-oxo-1,4-dihydropyridine-3-carboxamides selectively. Preliminary mechanistic studies implicate that a basic ligand-enabled, irreversible, rate-determining CMD step is most likely involved in this process.

Cu(II)-mediated C-S/N-S bond formation via C-H activation: Access to benzoisothiazolones using elemental sulfur

A copper-mediated C-S/N-S bond-forming reaction via C-H activation that uses elemental sulfur has been developed. The addition of TBAI was found to be crucial for the success of this transformation. The method is scalable, shows excellent functional group tolerance, and is compatible with heterocycle substrates, providing efficient and practical access to benzoisothiazolones. The direct diversification of the benzoisothiazolone products into a variety of sulfur-containing compounds is also demonstrated.