A highly-efficient and practical method for S-alkylation
of arylthioureas
was reported. Using tetraalkylammonium salts as alkylation reagents,
a series of 68 S-substituted aryl-isothioureas were obtained in good
to excellent yields under transition-metal-free conditions. The protocol
features simple performance, broad functional group tolerance, good
to excellent yields, and easily available starting materials, showing
potential synthetic value for the preparation of diverse biologically
or pharmaceutically active compounds.
An iodine promoted cyclization reaction between N,N'-diphenylthiocarbamides and enaminones was achieved, providing a series of poly-substituted 2-iminothiazolines. The protocol features simple performance, transition metal free, broad functional group tolerance, good...
An efficient synthesis of 2‐substituted thiobenzoazoles in pot manner was reported. Thus, tetramethylthiuram disulfide (TMTD) reacted with 2‐aminothiophenol, 2‐aminophenol, or 1,2‐phenylenediamine to form 2‐mercaptobenzo heterocycles through cyclization, and the subsequent C‐S bonding with 2‐bromoacetophenones gave the desired 2‐substituted thiobenzoazoles containing α‐sulfenylated aromatic ketones smoothly. The method features transition metal‐free, simple operation, mild conditions, short reaction time, and good yields, showing potential synthetic value for the synthesis of a variety of biological or pharmaceutically active compounds.
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