{"database":"biostudies-other","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["9(1)"],"submitter":["Yuan C"],"journal":["Nature communications"],"pagination":["1189"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5864885"],"abstract":["Transition-metal-catalyzed direct site-selective functionalization of arene C-H bonds has emerged as an innovative approach for building the core structure of pharmaceutical agents and other versatile complex compounds. However, para-selective C-H functionalization has seldom been explored, only a few examples, such as steric-hindered arenes, electron-rich arenes, and substrates with a directing group, have been reported to date. Here we describe the development of a ruthenium-enabled para-selective C-H difluoromethylation of anilides, indolines, and tetrahydroquinolines. This reaction tolerates various substituted arenes, affording para-difluoromethylation products in moderate to good yields. Results of a preliminary study of the mechanism indicate that chelation-assisted cycloruthenation might play a role in the selective activation of para-CAr-H bonds. Furthermore, this method provides a direct approach for the synthesis of fluorinated drug derivatives, which has important application for drug discovery and development."],"repository":["biostudies-other"],"pmcid":["PMC5864885"],"data_source":["Europe PMC"],"pubmed_authors":["Yuan C","Yang Y","Zhu L","Chen X","Chen C","Lan Y","Zhao Y"],"additional_accession":[]},"is_claimable":false,"name":"Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives.","description":"Transition-metal-catalyzed direct site-selective functionalization of arene C-H bonds has emerged as an innovative approach for building the core structure of pharmaceutical agents and other versatile complex compounds. However, para-selective C-H functionalization has seldom been explored, only a few examples, such as steric-hindered arenes, electron-rich arenes, and substrates with a directing group, have been reported to date. Here we describe the development of a ruthenium-enabled para-selective C-H difluoromethylation of anilides, indolines, and tetrahydroquinolines. This reaction tolerates various substituted arenes, affording para-difluoromethylation products in moderate to good yields. Results of a preliminary study of the mechanism indicate that chelation-assisted cycloruthenation might play a role in the selective activation of para-CAr-H bonds. Furthermore, this method provides a direct approach for the synthesis of fluorinated drug derivatives, which has important application for drug discovery and development.","dates":{"release":"2018-01-01T00:00:00Z","publication":"2018 Mar","modification":"2019-03-26T23:20:42Z","creation":"2019-03-26T23:20:42Z"},"accession":"S-EPMC5864885","cross_references":{"pubmed":["29567953"],"doi":["10.1038/s41467-018-03341-6 "]}}