Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides

Article abstract of DOI:10.1016/j.tet.2012.08.095

An efficient approach to a wide range of isoindolinones, including 3-monosubstituted and 3,3-disubstituted isoindolinones, from the annulation of N-benzoylsulfonamides with olefins and diazoacetate has been developed. The transformation is broadly compatible with both terminal and internal olefins. Moreover, diazoacetate is for the first time incorporated into an amide-directed C-H functionalization reaction. Specifically, the rhodium complex [{RhCl ₂Cp*}₂] enables the in situ dimerization of diazoacetate in addition to its role in catalyzing C-H functionalization/cross- coupling.