Direct
installation of a sulfonyl functional group into the C5-position
of tetrahydropyridazine was achieved using <i>N</i>′-benzylidene-<i>N</i>-cinnamylacetohydrazide as a new building skeleton via
the photocatalytic carbosulfonylation/annulation procedure. Various
substituted C5-sulfonylated tetrahydropyridazines were obtained in
good to excellent yields employing aryl- or alkylsulfonyl chlorides
as the sulfonyl radical sources. This reaction was realized through
the selective addition of sulfonyl radical to the C2 position of cinnamyl
followed by the 6<i>-endo-trig</i> annulation to the hydrazone
CHN bond.
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Pan, Changduo; Zeng, Miao (1753). Access to C5-Sulfonylated
Tetrahydropyridazines via
Photoinduced Cascade Sulfonylation-Cyclization of <i>N</i>‑Cinnamyl Aldehyde Hydrazones. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.5c00356
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