A copper-catalyzed
iminyl radical-mediated C–C bond cleavage/cross-coupling
tandem reaction of cyclobutanone oxime esters with aryl thiols in
the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)
at room temperature was developed, and aryl cyanopropyl sulfides were
smoothly synthesized in 20–88% yields. By altering the copper
reagent and the molar ratio of cyclobutanone oxime ester/aryl thiol/DBU,
substitutional product N-arylthio cyclobutanone imines
were selectively generated in 50–91% yields. Using this protocol,
C–S bond and N–S bond formations using aryl thiols as
sulfur sources were realized under very mild conditions without the
use of photocatalysis and electrocatalysis techniques.
A new three‐component strategy from aldehyde, p‐toluenesulfonyl hydrazide and potassium thiocyanate for the synthesis of 2‐aminothiadiazoles promoted by I2 under metal‐free conditions has been described. Potassium thiocyanate was used as an odorless and low‐toxicity sulfur source. A wide range of aromatic aldehydes can smoothly undergo the three‐component cyclization reaction under the optimized conditions to give the corresponding products in moderate to good yields.
An inexpensive, mild,
and highly efficient epoxidation protocol
has been developed involving bubbling SO2F2 gas
into a solution of olefin, 30% aqueous hydrogen peroxide, and 4 N
aqueous potassium carbonate in 1,4-dioxane at room temperature for
1 h with the formation of the corresponding epoxides in good to excellent
yields. The novel SO2F2/H2O2/K2CO3 epoxidizing system is suitable to a
variety of olefinic substrates including electron-rich and electron-deficient
ones.
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