Categories: Synthesis of N-Heterocycles, Synthesis of S-Heterocycles >
Synthesis of sultams and related compounds
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Recent Literature
An efficient amidation reaction of saturated C-H bonds catalyzed by a unique
disilver(I) complex is reported. The reaction is stereospecific and practical
for the construction of amine-containing molecules.
Y. Cui, C. He, Angew. Chem. Int. Ed., 2004, 43, 4210-4212.
Highly strained β-sultams, sulfonyl analogues of β-lactams, were prepared
enantio- and diastereoselectively by tertiary amine catalyzed [2 + 2]
cycloaddition reactions. β-Sultams are practical precursors of highly
enantioenriched β-aminosulfonyl derivatives of biological interest.
M. Zajac, R. Peters, Org. Lett., 2007,
9, 2007-2010.
Ring-closing metathesis (RCM) enables the synthesis of various of N-substituted
five-membered sultams in good to excellent yields by reaction. As many
sultams precipitated from the reaction mixture, an easy separation by filtration
was possible.
S. Mondal, S. Debnath, Synthesis, 2014, 46,
368-374.
A one-pot method for the Sonogashira coupling and cyclization of
2-bromobenzenesulfonamides and terminal alkynes allows access to various
substituted benzosultams regioselectively in excellent yields.
S. Debnath, S. Mondal, J. Org. Chem.,
2015, 80, 3940-3948.
A catalyst-free, redox-neutral, and completely atom-economical reaction enables
the synthesis of sultams by simply heating 2-nitrochalcones with elemental
sulfur in 3-picoline or N-methylmorpholine (NMM).
T. B. Nguyen, P. Retailleau, Org. Lett.,
2017, 19, 3879-3882.