The development of new methods to skeletally diverse sultams based on a central α-halo benzene sulfonamide building block is reported. Several salient features of this building block are utilized in multiple reaction pathways, including the Heck reaction, C- and O-arylation, Sonogashira-Pauson-Khand, Sonogashira-intramolecular hydroamination, lithiative cyclization and domino aza-Michael Heck f...

Treatment of [PtI2(COD)] (COD = 1,5-cyclooctadiene) with 2-LiC6H4P(S)Ph2 gives the complex cis-[Pt{κ(2)-2-C6H4P(S)Ph2}2] () containing a pair of ortho-metallated triphenylphosphine sulfide rings. The selenium counterpart, [Pt{κ(2)-2-C6H4P(Se)Ph2}2] (), which exists as cis- and trans-isomers in solution, and the palladium analogues, cis-[Pd{κ(2)-2-C6H4P(X)Ph2}2] [X = S (), Se ()], are obtained b...

Aza-Heck cyclizations initiated by oxidative addition of Pd(0) -catalysts into the N-O bond of N-(pentafluoro-benzoyloxy)sulfonamides are described. These studies, which encompass only the second class of aza-Heck reaction developed to date, provide direct access to diverse N-heterocyclic ring systems.

Aryl bromides and iodides in the presence of catalytic amounts of a palladacycle derived from acetophenone oxime and 2 equivalents of potassium acetate react with ethylene under ambient pressure (15-30 psi) to give the corresponding vinylarenes. The reactions work with both electron-deficient and electron-rich aryl compounds and tolerate wide variety of common functional groups. Vinyl bromides ...