One-Pot Suzuki–Miyaura C–C Coupling Reaction versus Stepwise Reaction Involving Isolated Synthesized Catalyst Addition

Suzuki–Miyaura coupling reactions are well-known among the most versatile catalytic C–C bond formation reactions. Two different routes of C–C bond Suzuki–Miyaura coupling reactions for the undergraduate organic chemistry laboratory courses have been designed and explained. A two-step reaction involving a catalyst preparation as the first step and a C–C bond formation as the second step of the reaction was introduced. A one-pot catalytic reaction was also introduced in comparison. The goals for such designation of two different routes for Suzuki–Miyaura cross-coupling reactions were to allow undergraduate students to understand the concept of Suzuki–Miyaura cross-coupling reactions and also to allow the students to experience the ease by which a one-pot reaction can provide a researcher the best way to follow the organic synthesis. During the reactions processes, the students will learn to carry out reactions under a Schlenk line, working with air-sensitive compounds in a glovebox. They will also have the opportunity to compare the reaction approaches in many different ways: for example, cost, time, handling materials, safety, and straightforwardness.