Pyridine synthesis from oximes and alkynesviarhodium(iii) catalysis: Cp* and Cptprovide complementary selectivity

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Towards mild metal-catalyzed C-H bond activation.

Joanna Wencel-Delord, Thomas Dröge, Fan Liu … (2011)

Functionalizing traditionally inert carbon-hydrogen bonds represents a powerful transformation in organic synthesis, providing new entries to valuable structural motifs and improving the overall synthetic efficiency. C-H bond activation, however, often necessitates harsh reaction conditions that result in functional group incompatibilities and limited substrate scope. An understanding of the reaction mechanism and rational design of experimental conditions have led to significant improvement in both selectivity and applicability. This critical review summarizes and discusses endeavours towards the development of mild C-H activation methods and wishes to trigger more research towards this goal. In addition, we examine select examples in complex natural product synthesis to demonstrate the synthetic utility of mild C-H functionalization (84 references). This journal is © The Royal Society of Chemistry 2011

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Oxidative coupling of aromatic substrates with alkynes and alkenes under rhodium catalysis.

Tetsuya Satoh, Masahiro Miura (2010)

Aromatic substrates with oxygen- and nitrogen-containing substituents undergo oxidative coupling with alkynes and alkenes under rhodium catalysis through regioselective C-H bond cleavage. Coordination of the substituents to the rhodium center is the key to activate the C-H bonds effectively. Various fused-ring systems can be constructed through these reactions.