Pd-catalysed one-pot and three-component sequential chemoselective double cross-coupling: Synthesis of novel 2-aryl-1,3-azoles from 4-bromophenyl tosylate

Abstract

One of the principles of green and sustainable chemistry is to use green solvents and one-pot synthetic methods which can eliminate the need for drawn-out separation procedures, purification of intermediate compounds, and the production of waste by-products. Considering these concepts of green and sustainable chemistry, an efficient and novel chemoselective one-pot strategy has been developed for the novel synthesis of 2-Aryl-1,3-azoles via Suzuki and Heck cross-coupling reactions via C-2 arylation of azoles under the discriminate temperature using an ionic liquid as green solvent, promoter and ligand. The chemoselective one-pot synthesis, wide substrate scope, moderate to excellent isolated yield of pure products, mild reaction conditions and recycling/reuse of ionic liquid are highlights of this work.

Keywords

• Green solvents
• 2-Aryl-1,3-azoles
• 4-Bromophenyl tosylate
• Chemoselective cross-coupling
• Ionic liquids
• One-pot synthesis