Di- tert-butyl Peroxide-Mediated Radical C(sp2/sp3)-S Bond Cleavage and Group-Transfer Cyclization
A novel strategy of cascade radical C(sp2/sp3)-S bond cleavage and group-transfer cyclization is disclosed. Triggered by alkyl radicals, varieties of 2-isocyanoaryl thioethers containing aliphatic, aryl, and heteroaromatic groups can be cleaved and precisely reinstalled to give benzothiazole derivatives. Mechanistic studies reveal that the cascade reaction undertakes an intermolecular pathway, and the inner radical sources (R radicals) exhibit high priority over those of methyl radical origin from di-tert-butyl peroxide.
Luo, Kai,Yang, Wen-Chao,Wei, Kai,Liu, Yue,Wang, Jun-Ke,Wu, Lei
p. 7851 - 7856
(2019/10/11)
Quaternary ammonium salt as alkylation agent in three-component reactions for the synthesis of benzothiazoles in water
Substituted benzothiazoles are synthesized by metal-catalyst-free three-component reactions of o-iodoaniline, quaternary ammonium salt, and sulfur powder in water with moderate-to-excellent yields up to 95%. This journal is the Partner Organisations 2014.