7 Alkene/Alkene Cross-Dehydrogenative Coupling for C(sp²)—C(sp²) Bond Formation

F. Kakiuchi;   T. Kochi 

Abstract

Conjugated dienes are not only synthetically versatile but are also often found in natural products and bioactive compounds, and various methods have been developed for the stereo- and regioselective synthesis of 1,3-diene structures. Recently, much attention has been paid to transition-metal-catalyzed cross-dehydrogenative coupling (CDC) reactions between alkenes, because they enable the synthesis of 1,3-dienes in few steps from readily available molecules, thus providing atom-economical, environmentally benign synthetic methods. This chapter briefly describes representative examples of alkene CDC reactions between two different alkenes.

Key words

C—H bond activation - C—C bond formation - cross-dehydrogenative coupling - 1,3-dienes - β-hydride elimination - acrylates - acrylamides - acrylic acids - vinyl ketones - vinylphosphonates - vinyl sulfones - alkenyl ethers - enamines - ketene dithioacetals - aromatic alkenes - directing groups - high-valent transition-metal catalysts

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