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

Imamhusen Jamadar , Athmanand Anchi , Sunita Kurahatti , Vinod S. Jadhav , Shruti S. Malunavar , Rajesh G. Kalkhambkar , Mahaveer D. Kurkuri
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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.

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钯催化的单锅和三组分顺序化学选择性双交叉偶联:从对甲苯磺酰 4-溴苯合成新型 2-芳基-1,3-唑
绿色和可持续化学的原则之一是使用绿色溶剂和一锅合成法,这样就不需要漫长的分离过程、中间化合物的纯化以及废弃副产品的产生。考虑到这些绿色和可持续化学的概念,我们开发了一种高效、新颖的化学选择性一锅合成策略,利用离子液体作为绿色溶剂、促进剂和配体,通过唑的 C-2 芳基化反应,在鉴别温度下通过铃木和赫克交叉偶联反应合成 2-芳基-1,3-唑。化学选择性一锅合成、广泛的底物范围、中等到极好的纯产物分离产率、温和的反应条件以及离子液体的回收/再利用是这项工作的亮点。
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