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The ability to selectively forge C–heteroatom bonds by C−F scission is typically accomplished by metal catalysts, specialized ligands and/or harsh reaction conditions. Described herein is a base‐mediated defluorosilylation of unactivated C(sp2)−F and C(sp3)−F bonds that obviates the need for metal catalysts. This protocol is characterized by its simplicity, mild reaction conditions, and wide scope, even within the context of late‐stage functionalization, constituting a complementary approach to existing C−Si bond‐forming protocols. Base motive: A base‐promoted defluorosilylation of unactivated C(sp2)−F and C(sp3)−F bonds, obviating the need for transition‐metal catalysis, specialized ligands, or harsh reaction conditions, has been developed. The salient features of this method are the mild reaction conditions, ease of execution, and wide substrate scope, even within the context of late‐stage functionalization of advanced fluorinated building blocks, thus offering a complementary reactivity mode to existing silylation technologies. [ABSTRACT FROM AUTHOR]

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In 1979, the seminal work of Wenkert set the standards for the utilization of aryl and vinyl ethers as coupling partners via C--O bond-cleavage. Although the topic remained dormant for almost three decades, the last few years have witnessed a renaissance in this area of expertise, experiencing an exponential growth and becoming a significant discipline within the cross-coupling arena. The means to utilize readily accessible aryl or vinyl ethers as counterparts does not only represent a practical, powerful and straightforward alternative to organic halides, but also constitutes an excellent opportunity to improve our chemical knowledge about a relatively unexplored area of expertise. This review summarizes the most significant developments in the area of C--O bond-cleavage when employing aryl or vinyl ethers, providing a detailed overview of the current state of the art and including future aspects, when applicable. [ABSTRACT FROM AUTHOR]