A direct C(sp3)–H sulfinylation reaction
of alkanes
with sulfinyl sulfones via decatungstate photocatalysis is reported.
The sulfinyl sulfones generated in situ from sulfinates in the presence
of an acylating reagent were able to trap the alkyl radicals that
were produced via the photoinduced direct hydrogen atom transfer of
alkanes, leading to a range of sulfoxides. This radical sulfinylation
process provides an efficient and concise method for the synthesis
of sulfoxides from abundant alkanes under mild conditions. Using the
same strategy, aldehydes can also be transferred to the corresponding
sulfoxides via decarbonylative sulfinylation.
A visible‐light initiated deaminative C3 alkylation of quinoxalin‐2(1H)‐ones with Katritzky salts is reported. This radical process provides an approach to a range of C3 alkylated quinoxalin‐2(1H)‐one derivatives in 40–96% yields under metal‐ and external photocatalyst‐free conditions. The reaction is enabled by the deprotonation of acidic aminyl radical intermediates to generate the corresponding radical anions, which act as single electron transfer reducing reagents to sustain the radical chain. The late‐stage functionalization of drug‐based amines further demonstrates the value of this approach.
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