title: Peroxides as "switches" of dialkyl H-phosphonate: two mild and metal-free methods for preparation of 2-acylbenzothiazoles and dialkyl benzothiazol-2-ylphosphonates.
abstract: Two mild and metal-free methods for the preparation of two kinds of important benzothiazole derivatives, 2-acylbenzothiazoles and dialkyl benzothiazol-2-ylphosphonates, respectively, were developed. The dialkyl H-phosphonate (RO)2P(O)H exists in equilibrium with its tautomer dialkyl phosphite (RO)2POH. TBHP triggered α-carbon-centered phosphite radical formation, whereas DTBP triggered phosphorus-centered phosphonate radical formation. The two types of radicals led respectively to two different reaction processes, the direct C2-acylation of benzothiazoles and C2-phosphonation of benzothiazoles.
authors.affiliation: College of Chemistry and Molecular Engineering, Zhengzhou University , Henan Province Zhengzhou, 450052, People's Republic of China.
authors.forename: Xiao-Lan
authors.initials: XL
authors.lastname: Chen
authors.forename: Xu
authors.initials: X
authors.lastname: Li
authors.forename: Ling-Bo
authors.initials: LB
authors.lastname: Qu
authors.forename: Yu-Chun
authors.initials: YC
authors.lastname: Tang
authors.forename: Wen-Peng
authors.initials: WP
authors.lastname: Mai
authors.forename: Dong-Hui
authors.initials: DH
authors.lastname: Wei
authors.forename: Wen-Zhu
authors.initials: WZ
authors.lastname: Bi
authors.forename: Li-Kun
authors.initials: LK
authors.lastname: Duan
authors.forename: Kai
authors.initials: K
authors.lastname: Sun
authors.forename: Jian-Yu
authors.initials: JY
authors.lastname: Chen
authors.forename: Dian-Dian
authors.initials: DD
authors.lastname: Ke
authors.forename: Yu-Fen
authors.initials: YF
authors.lastname: Zhao
mesh_terms: D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D008670:Metals; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D010545:Peroxides / Q000737:chemistry*
chemical_list: D052160:Benzothiazoles; D008670:Metals; D063065:Organophosphonates; D010545:Peroxides