Silver catalyzed acylation of pyridine-N-oxides by α-oxocarboxylic acid is demonstrated. This decarboxylative acylation using a metal catalyst takes place at 50 °C via a radical process.
Ruthenium-catalyzed simple, cascade and one-pot synthesis of cinnoline-fused diones has been carried out by the C-H activation of phthalazinones/pyridazinones accomplished by the unusual deoxygenation of propargyl alcohols. The bond selectivity is accredited to the traceless directing nature of the hydroxyl group of propargyl alcohol. A sequential C-H activation, insertion and deoxy-oxidative annulation has been proposed based on the preliminary mechanistic study.
The synthesis of the tetracyclic core present in the novel marine diterpenoid havellockate 1 has been accomplished from the readily available endo-dicyclopentadienone-10-ethylene ketal 3 as a prelude to the projected total synthesis of the natural product.
A general protocol for the synthesis of bicyclo[n.3.1]frameworks with bridgehead double bond (anti-Bredt alkenes), from a common, readily available norbornyl precursor, involving sequential ring closure metathesis (RCM) and Wharton fragmentation is outlined.
A palladium catalyzed CH activation/ortho‐arylation of heteroaryl‐N‐oxides through a decarboxylative coupling of heteroaryl carboxylic acids is described. Heterobiaryl‐N‐oxides, which are difficult to access by conventional methods, can be obtained in a single step. A wide range of functional groups, including metal‐susceptible groups, such as bromo and iodo, can be tolerated under the reaction condition. The regioselectivity with respect to both carboxylic acid and N‐oxide is excellent. Further, the N‐oxides were used as a tool to examine the efficiency of decarboxylative coupling compared with aryl halide coupling.
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