DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates via C-H sulfurization: a new route to 2-aminobenzothiazoles

作者：Yao, Guangkai; Wang, Bing-Feng; Yang, Shuai; Zhang, Zhi-Xiang; Xu, Han-Hong^*; Tang, Ri-Yuan^*

来源：RSC Advances, 2019, 9(6): 3403-3406.

DOI：10.1039/c8ra09784d

• S BOND FORMATION
• METAL-FREE SYNTHESIS
• 2-SUBSTITUTED BENZOTHIAZOLES
• TANDEM REACTION
• FUNCTIONALIZATION
• AZOLES
• IMIDAZOHETEROCYCLES
• IMIDAZOPYRIDINES
• CONVENIENT
• AMINATION

DMSO was found to activate arylisothiocyanates for self-nucleophilic addition. A subsequent intramolecular C-H sulfurization catalyzed by PdBr2 enables access to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C-H sulfurization of two isothiocyanates.

• 单位
  亚热带农业生物资源保护与利用国家重点实验室; 华南热带农业大学; 华南农业大学