A Flash Conversion to Aromatic Azo Compounds Expedited by Hydrazine–Trifluoroacetate Hydrogen Bonding DOI

Y. -H. Ye,

Hongwen Chen,

Huanchao Gu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 17, 2025

Aromatic azo compounds are very useful chemicals, but rapid and safe synthetic methods for preparing these underexplored. An extremely fast reaction was developed to prepare aromatic from commercially available quinones aryl hydrazinium chloride salts. The reactions could be completed within 2 min, in the presence of sodium trifluoroacetate under ambient conditions. A hydrazine-trifluoroacetate hydrogen bonding complex likely inhibited byproducts greatly accelerated reaction. overall procedure is simple does not require sophisticated organic equipment techniques.

Язык: Английский

Bifunctional NHC-Catalyzed Asymmetric Intramolecular Conjugate Addition via Noncovalent Interaction DOI

Ujjwal Maji,

Arpita Baidya,

Supriyo Das

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Фев. 28, 2025

Herein, we report a novel squaramide containing chiral bifunctional N-heterocyclic carbene (NHC) and its utilization in developing asymmetric intramolecular conjugate addition involving noncovalent interaction. Via concomitant activation of both electrophilic nucleophilic centers substrates, the reaction proceeds through well-organized transition state, thereby affording products with up to 94% ee broad scope. The process is found be scalable. initial mechanistic study supports nature newly designed NHC.

Язык: Английский

Процитировано

0

A Flash Conversion to Aromatic Azo Compounds Expedited by Hydrazine–Trifluoroacetate Hydrogen Bonding DOI

Y. -H. Ye,

Hongwen Chen,

Huanchao Gu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 17, 2025

Aromatic azo compounds are very useful chemicals, but rapid and safe synthetic methods for preparing these underexplored. An extremely fast reaction was developed to prepare aromatic from commercially available quinones aryl hydrazinium chloride salts. The reactions could be completed within 2 min, in the presence of sodium trifluoroacetate under ambient conditions. A hydrazine-trifluoroacetate hydrogen bonding complex likely inhibited byproducts greatly accelerated reaction. overall procedure is simple does not require sophisticated organic equipment techniques.

Язык: Английский

Процитировано

0