Regioselective Photocycloaddition of Saccharin Anion to π-Systems: Continuous-Flow Synthesis of Benzosultams

FRANCISCO FIGÜEROA; HEREDIA, ADRIÁN A.; PEÑEÑEORY, ALICIA B; DIEGO SAMPEDRO; ARGÜELLO, JUAN E.; GABRIELA OKSDATH MANSILLA

JOURNAL OF ORGANIC CHEMISTRY

AMER CHEMICAL SOC

Año: 2019

0022-3263

accharin is a versatile scaffold to build up different heterocycles with relevance in asymmetric catalysis, agricultural chemistry, medicinal chemistry, and so forth. Here, we report a photochemical strategy to obtain seven-membered ring benzosultams in one step, using saccharin anion as starting material. The reaction can be improved in a photoflow reactor and its scope was evaluated. Furthermore, computational study at the CASPT2//CASSCF level of theory was also performed to rationalize the involved mechanism.