General Copper‐Catalyzed Transformations of Functional Groups from Arylboronic Acids in Water

Abstract

A simple and general copper-catalyzed method has been developed for transformations of various functional groups (-I, -N(3), -SO(2)R, -OH, -NH(2), and -NO(2)) on aromatic rings from arylboronic acids in water under air. The protocol uses cheap and readily available inorganic salts (KI, NaN(3), NaSO(2)R, NaOH, NaNO(2)) and aqueous ammonia as the functional-group sources, simple Cu(2)O/NH(3) as the catalyst system, environmentally friendly water as the solvent, and oxygen in air as the oxidant. Importantly, the copper catalyst system in water was recyclable. This study should provide a useful strategy for interconversions of the functional groups on aromatic rings.

Tetraols as Templates for the Synthesis of Large endo‐Functionalized Macrocycles

“…A very potent functional group is the boronic acid [19] functionality, which for instance can be used as a receptor unit for the sensoring of alcohols; however, the boronic acid functionality can also be exchanged by a variety of other groups [21] and used in Suzuki couplings. [22] Therefore, boronic acid functionalities have been liberated from diesters 25e and 25f.…”

Solvent-Free Biginelli Reactions Catalyzed by Hierarchical Zeolite Utilizing a Ball Mill Technique: A Green Sustainable Process

“…4-(phenylsulfonyl)benzaldehyde [54] and 4-tosylbenzaldehyde [55] were prepared according to procedures in the literature.…”

Solvent-Free Biginelli Reactions Catalyzed by Hierarchical Zeolite Utilizing Ball Mill Technique: Green Sustainable Process

“…4-(phenylsulfonyl)benzaldehyde [52] and 4-tosylbenzaldehyde [53] were prepared according to literature procedures.…”