title: Facile synthesis of benzothiazoles via cascade reactions of 2-iodoanilines, acid chlorides and Lawesson's reagent.
abstract: In the presence of Lawesson's reagent, metal-free one-pot cascade reactions of 2-iodoanilines with acid chlorides proceeded smoothly leading to 2-substituted benzothiazoles in good to excellent yields under mild conditions. Three steps were involved in the reaction process: (1) 2-iodoanilines reacted with acid chlorides to afford benzamides, (2) benzamides transferred to benzothioamides in the presence of Lawesson's reagent, and (3) intramolecular cyclization of benzothioamides generated the expected benzothiazoles.
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China.
authors.forename: Qiuping
authors.initials: Q
authors.lastname: Ding
authors.forename: Xi-Gen
authors.initials: XG
authors.lastname: Huang
authors.forename: Jie
authors.initials: J
authors.lastname: Wu
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry*; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002712:Chlorides / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D015394:Molecular Structure; D009946:Organothiophosphorus Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000814:Aniline Compounds; D052160:Benzothiazoles; D002712:Chlorides; D009946:Organothiophosphorus Compounds; C029887:2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide