A base-promoted olefin skeletal rearrangement strategy from -quinone methides (-QMs) and -fluoroarenesulfonamides is reported, enabling direct nitrogen insertion of olefins to produce a series of multiarylated ()--sulfonyl amidines with complete stereoselectivity and generally good yields. Using -QMs without -hydroxy substituents gave triarylated -sulfonyl amidines, whereas tetraarylated ,'-disulfonyl amidines were synthesized with the existence of -hydroxy groups.
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