A convenient
and practical hydrosulfonylation and disulfonylation
of substituted maleimides was realized using sulfonyl hydrazides as
the sulfur reagent and tert-butyl hydroperoxide as
the oxidant. The advantages of the reactions include mild and transition-metal-free
reaction conditions, good functional group tolerance, and readily
available starting materials. The radical species-induced pathway
is also demonstrated by mechanistic studies.
Bis(indolyl)methanes were synthesized by a green protocol. Primary structure–activity relationship analysis showed that the bisindolyl structure is essential for CES2 inhibition.
By employing Cu(CH 3 CN) 4 PF 6 as the catalyst and tert-butyl hydroperoxide as the oxidant, we realized a threecomponent radical selenosulfonation of substituted maleimides, sulfonyl hydrazides, and diphenyl diselenides, providing a series of 3,4-selenosulfonylated succinimides in moderate to good yields. This reaction features broad substrate scopes, high functionalgroup tolerability, and feasibility of gram-scale synthesis, enabling one-step construction of C−SO 2 and C−Se bonds under mild reaction conditions. Preliminary mechanistic studies support the free-radical-induced pathway.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.