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1.4.1 Arylzinc Cross-Coupling Reactions

DOI: 10.1055/sos-SD-207-00423

Gosmini, C.; Corpet, M.Science of Synthesis: Cross Coupling and Heck-Type Reactions, (20131623.

General Introduction

In the past 30 years, a wide variety of cross-coupling methods using organometallic reagents have been developed and have become the most powerful and useful synthetic tools for C—C bond formation. Therefore, the development of synthetically useful methods for the preparation of polyfunctional organometallic reagents, such as organozinc reagents, has attracted much interest from organic chemists. However, the reactivity of organozinc compounds as nucleophiles toward various electrophiles is lower than that of the corresponding Grignard or organolithium reagents, but it can be increased in the presence of an appropriate catalyst. Thus, the use of transition-metal catalysts has allowed the conversion of these unreactive organozinc reagents into highly reactive species for C—C bond formation. Especially in the aromatic series, these organometallics are useful for the synthesis of polyfunctional compounds. A broad range of functionalized arylzinc halides bearing functional groups such as aldehyde, ester, nitrile, ketone, halide, or amide have been synthesized in excellent yields by various methods.

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