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Thermal cyclization of E,E,E-trienes prepared from isatines and Morita—Baylis—Hillman bromides results in highly diastereoselective 6π-electrocyclization to form spirocyclic oxindole derivatives (II) and (V).

The title reaction follows an oxidative Heck arylation, allylic palladium migration, aryl C—H bond functionalization/arylation sequence.

In addition to 3-azabicyclo[3.1.1]heptanes, bicyclo[3.1.1]heptane, 3-oxabicyclo[3.1.1]heptane and 3-azabicyclo[3.2.0]heptane derivatives could also be prepared.

Various 4-arylnicotinate derivatives were synthesized via a palladium-catalyzed cascade reac- tion of N-(2-bromoallyl)-N-cinnamyltosylamides in a one-pot procedure in good yields. The reaction in- volves a domino 5-exo/3-exo carbopalladation, ring- expansion by palladium rearrangement, and an aro- matization process.

An efficient synthesis of tetrasubstituted olefins was achieved via a palladium-catalyzed, che- lation-assisted oxidative Heck arylation protocol from trisubstituted olefins bearing a tether with a di- recting group in a completely stereo- and regiose- lective manner. The stereo- and regioselectivity as well as excellent yields of tetrasubstituted olefins originated from the stabilization of a palladium in- termediate by chelation between the palladium center and a directing group.

A practical and efficient synthesis of various 1,2,5-tricarbonyl compounds is described. The synthesis has been carried out by a conjugate addition of methyl cyanoacetate to the β-position of α,β-unsaturated carbonyl compounds and a subsequent copper(I) iodide-catalyzed aerobic oxidation. In addition, various α-aryl- and α-alkyl-α-keto esters have been synthesized using a similar approach.