Here,
we describe three types of rearrangement reactions of sulfur
ylide derived from diazoquinones and allyl/propargyl sulfides. With
Rh2(esp)2 as the catalyst, diazoquinones react
with allyl/propargyl sulfides to form a sulfur ylide, which undergoes
a chemoselective tautomerization/[2,3]-sigmatropic rearrangement reaction,
a Doyle–Kirmse rearrangement/Cope rearrangement cascade reaction,
or a Doyle–Kirmse rearrangement/elimination reaction, depending
on the substituent of the sulfides. The protocol provides alkenyl
and allenyl sulfides and multisubstituted phenols with moderate and
high yields.
Herein, we report a halogen-bonding-based electron donor−acceptor (EDA) complex-promoted photoreaction for the synthesis of C2-malonylated indoles. The protocol provides access to a broad range of functionalized indoles in good yields through the coupling reaction of indoles with diethyl bromomalonate under visible-light irradiation without the need for any transition-metal catalyst or photocatalyst.
A rhodium-catalyzed reaction of diazoquinones and allylboronates was developed, which provides access to a range of substituted allylphenols under mild conditions.
The diarylamine scaffold is common in bioactive molecules. Herein, we report a Ru(II)-catalyzed C-N cross-coupling reaction of diazoquinones with arylamines, which provides access to a range of functionalized diarylamines in...
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