Recent applications of the Suzuki–Miyaura cross-coupling reaction in organic synthesis

Recent applications of the Suzuki–Miyaura cross-coupling reaction in organic synthesis

| Sambasivarao Kotha, Kakali Lahiri and Dhurke Kashinath
The Suzuki–Miyaura (SM) cross-coupling reaction is a widely used method for the construction of carbon–carbon (C–C) bonds, particularly for the synthesis of biaryls. This review covers recent developments in the SM cross-coupling reaction, focusing on catalyst development and applications in various organic syntheses. The SM reaction is known for its mild reaction conditions and the availability of diverse boronic acids, which are environmentally friendly and easier to handle compared to other organometallic reagents. The review discusses the preparation of boronic acids and their derivatives, including methods for synthesizing arylboronic acids from trialkylborates, hydroboration of alkenes, and haloboration of terminal alkynes. It also explores the use of various palladium catalysts and ligands to enhance the reactivity of aryl chlorides, bromides, and iodides in the SM reaction. Additionally, the review highlights the application of nickel-catalyzed SM cross-coupling reactions, which offer advantages over Pd-catalyzed reactions due to their higher reactivity, cost-effectiveness, and lack of side reactions. The use of water-soluble palladium complexes and phosphine-free Pd catalysts is also discussed, along with green conditions for the SM reaction, such as aqueous media and microwave-assisted reactions. The review concludes with examples of drug molecules prepared using SM cross-coupling reactions, emphasizing the versatility and importance of this reaction in organic synthesis.The Suzuki–Miyaura (SM) cross-coupling reaction is a widely used method for the construction of carbon–carbon (C–C) bonds, particularly for the synthesis of biaryls. This review covers recent developments in the SM cross-coupling reaction, focusing on catalyst development and applications in various organic syntheses. The SM reaction is known for its mild reaction conditions and the availability of diverse boronic acids, which are environmentally friendly and easier to handle compared to other organometallic reagents. The review discusses the preparation of boronic acids and their derivatives, including methods for synthesizing arylboronic acids from trialkylborates, hydroboration of alkenes, and haloboration of terminal alkynes. It also explores the use of various palladium catalysts and ligands to enhance the reactivity of aryl chlorides, bromides, and iodides in the SM reaction. Additionally, the review highlights the application of nickel-catalyzed SM cross-coupling reactions, which offer advantages over Pd-catalyzed reactions due to their higher reactivity, cost-effectiveness, and lack of side reactions. The use of water-soluble palladium complexes and phosphine-free Pd catalysts is also discussed, along with green conditions for the SM reaction, such as aqueous media and microwave-assisted reactions. The review concludes with examples of drug molecules prepared using SM cross-coupling reactions, emphasizing the versatility and importance of this reaction in organic synthesis.
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