Merging C–H and C–C Bond Cleavage in Organic Synthesis

Citation:

Zackaria Nairoukh, Morgan Cormier, and Ilan Marek. 2017. “Merging C–H and C–C Bond Cleavage in Organic Synthesis.” Nat. Rev. Chem. 2017, 1, 0035. Publisher's Version

Abstract:

Metal-catalysed functionalization of a carbon–hydrogen bond can occur selectively even in the presence of ostensibly more reactive functional groups. Such conversions have changed our perceptions of organic chemistry because we can now consider a C–H bond as a functional group, the reactions of which are among the most attractive and powerful means to rapidly add complexity. Another versatile tool in organic synthesis is the metal-catalysed selective cleavage of C–C bonds. Applying both expedient methods in a tandem process would give us an ideal approach to synthesizing complex molecular architectures. The challenge lies in ensuring that the reactions do not interfere with each other; the simultaneous control of both C–H and C–C bond activations is the subject of this Review. The reactions that meet this challenge and enable a selective merger of C–H and C–C bond activations in a one-pot process are discussed. Their realization could afford sophisticated molecular fragments that are otherwise difficult to access.
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Last updated on 05/19/2021