Synthesis of dihydroisoquinolinone-4-methylboronic esters via domino Heck/borylation using a structurally characterized palladacycle as a catalyst

Synthesis of dihydroisoquinolinone-4-methylboronic esters from N-allylcarboxamides and B-2(Pin)(2)via domino Heck/borylation approach is reported. A quinoxaline-based NHC-palladacycle [Pd(C boolean AND C:)PPh3Cl], which has been structurally characterized, is used as a catalyst. The scope of the substrate with a wide range of substituents is explored. In addition to the synthesis of title compounds, a few examples of methylboronic esters of indoline and benzofuran motifs have also been prepared using the same protocol.

Automated summary

This study reports the synthesis of dihydroisoquinolinone-4-methylboronic esters from N-allylcarboxamides and B-2(Pin)(2)via a domino Heck/borylation approach. A quinoxaline-based NHC-palladacycle [Pd(C boolean AND C:)PPh3Cl], which has been structurally characterized, is used as a catalyst. The scope of the substrate with a wide range of substituents is explored. In addition to the synthesis of the title compounds, a few examples of methylboronic esters of indoline and benzofuran motifs have also been prepared using the same protocol.