title: Transition-metal-free synthesis of indole-fused dibenzo[b,f][1,4]oxazepines via Smiles rearrangement.
abstract: A one-pot transition-metal-free approach for the synthesis of indole-fused dibenzo[b,f][1,4]oxazepines from 2-(1H-indol-2-yl)phenol and 1,2-dihalobenzenes or 2 halonitroarenes has been developed. The proposed mechanism for this transformation features a Smiles rearrangement favoured over a direct intramolecular nucleophilic cyclization, which affords the corresponding products in different regioselectivities. This reaction also features simple reaction conditions and wide functional group tolerance.
authors.affiliation: School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China. chenma@sdu.edu.cn.
authors.forename: Fangdong
authors.initials: F
authors.lastname: Hu
authors.affiliation: School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China. chenma@sdu.edu.cn.
authors.forename: Huanhuan
authors.initials: H
authors.lastname: Liu
authors.affiliation: School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China. chenma@sdu.edu.cn.
authors.forename: Jiong
authors.initials: J
authors.lastname: Jia
authors.affiliation: School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China. chenma@sdu.edu.cn and State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, P. R. China.
authors.forename: Chen
authors.initials: C
authors.lastname: Ma