Abstract
A highly efficient room-temperature borylation strategy of aryl chlorides is described. Utilizing Buchwald's second-generation preformed catalyst, boronate esters were obtained for a wide range of substrates in high yield. The method was also applied to Suzuki–Miyaura cross-coupling reaction in a one-pot two-step sequential manner, providing a facile and convenient access to the direct synthesis of biaryl compounds from aryl chlorides.
Highlights
Aryl boronic acids and their derivatives are versatile chemical building blocks and intermediates in organic synthesis
Suzuki–Miyaura cross-coupling reaction is one of the most powerful methods for the synthesis of biaryl motifs, which are frequently present in medicines, agrochemicals, conjugate polymers and other functional materials.[2]
Arylboronate esters are considered to be desirable for coupling reactions due to their high-stability, low-toxicity and functional group compatibility
Summary
Aryl boronic acids and their derivatives are versatile chemical building blocks and intermediates in organic synthesis These compounds play an important role in the preparation of various carbon-oxygen, carbon-nitrogen, and carbon–carbon bonds.[1] They are widely utilized in transition-metal-catalyzed crosscoupling reactions, Suzuki–Miyaura crosscoupling reaction. The Suzuki–Miyaura cross-coupling reaction and one-pot synthesis cases included, high temperature (100 to 120 C) and long reaction times (24–48 h) are usually conducted in solvents that are not environmentally friendly (dioxane, toluene, DMF). Few examples of aryl chlorides are documented to undergo borylation or one-pot borylation/Suzuki–Miyaura cross-coupling at room temperature.11a we reported for the rst time a room temperature procedure for the efficient conversion of aryl chlorides into the corresponding boronate esters as well as the subsequent two-step, one-pot synthesis of symmetrical and unsymmetrical biaryl compounds from two aryl chlorides
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