title: A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion.
abstract: A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described. A variety of 1-tetralones are furnished under mild reaction conditions from tertiary cyclobutanols regardless of the electronic properties and steric hindrance of substituents, providing a new and practical method to access diverse 1-tetralone building blocks. Preliminary experimental and DFT studies revealed that a radical-mediated sequence of C-C bond cleavage/C-C bond formation is involved.
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, People's Republic of China. chzhu@suda.edu.cn.
authors.forename: Jiajia
authors.initials: J
authors.lastname: Yu
authors.forename: Huijun
authors.initials: H
authors.lastname: Zhao
authors.forename: Shuguang
authors.initials: S
authors.lastname: Liang
authors.forename: Xiaoguang
authors.initials: X
authors.lastname: Bao
authors.forename: Chen
authors.initials: C
authors.lastname: Zhu
mesh_terms: D002384:Catalysis; D003503:Cyclobutanes / Q000138:chemical synthesis / Q000737:chemistry; D008968:Molecular Conformation; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism; D044024:Tetralones / Q000138:chemical synthesis* / Q000737:chemistry; D013816:Thermodynamics
chemical_list: D003503:Cyclobutanes; D044024:Tetralones; C538814:cyclobutanol; D012834:Silver