One-Pot Synthesis of Benzoazole-Substituted Thioenamines via a Cross Dehydrogenation Coupling (CDC) Reaction
Yue-Xiao Wu1, Ming-Hui Huang1, Kang Peng1
1School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, China.
Abstract:
An iodine-catalyzed synthesis of benzoazole-substituted thioenamines in a one-pot manner was reported. Using 2-aminothiophenols (or 2-aminophenols or 1,2-phenylenediamines), tetramethylthiuram disulfide (TMTD), and enamines (mainly indoles) as starting materials, the target C(sp2)-S formation products (benzoazole-substituted thioenamines) could be furnished smoothly in good yields. The reaction might proceed through an electrophilic substitution pathway in a cross dehydrogenation coupling (CDC) manner. The protocol is metal-free and features easy performance, a one-pot manner, a good functional group tolerance, and good yields.
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