Metal-free sulfonylation of quinoxalinones to access 2-sulfonyl-oxylated quinoxalines oxidative O-S cross coupling

The C2 sulfonylation of quinoxalinones via a metal-free oxidative S-O cross-coupling strategy for synthesizing 2-sulfonyloxylated quinoxalines is established. It effectively solved the long-standing problems in the C2 transformation of quinoxalinones via a metal-free oxidative O-S coupling strategy. Compared with the traditional C2 transformed quinoxalinones-C2 chlorination method, this protocol is mild, facile, and environmentally friendly and exhibits good atomic economy and excellent functional group tolerance. Moreover, the utility of this methodology and the sulfonyloxyl handles was demonstrated through the synthesis of 2-substituted quinoxaline-based bioactive molecules. Under metal-free conditions, a convenient and efficient oxidative O-S coupling strategy for the C2-O sulfonylation of quinoxalinones was established.