{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["12(32)"],"submitter":["Cheng Y"],"pubmed_abstract":["It is very important to develop multiple C-H substitution reactions of simple alkenes to obtain complex unsaturated components. The present study focuses on a theoretical investigation of the plausible mechanism in the Fe(OTf)<sub>3</sub>-catalyzed tandem amidomethylative reactions of α-phenylstyrene. Bis(tosylamido)methane is activated by Fe(OTf)<sub>3</sub> to form tosylformaldimine and its Fe(OTf)<sub>3</sub>-adduct. The Fe(OTf)<sub>3</sub>-adduct undergoes an intermolecular aza-Prins reaction with α-phenylstyrene to form allylamide. The DFT data support the formation of the hexahydropyrimidine derivative from allylamide, and \"condensation/iminium homologation/intramolecular aza-Prins\" is the optimal reaction path. At the same time, a possible reaction pathway for the conversion of the "],"journal":["RSC advances"],"pagination":["20523-20529"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9284522"],"repository":["biostudies-literature"],"pubmed_title":["Mechanism of the Fe(iii)-catalyzed synthesis of hexahydropyrimidine with α-phenylstyrene: a DFT study."],"pmcid":["PMC9284522"],"pubmed_authors":["Liu H","Zhao C","Yang S","Cheng Y"],"additional_accession":[]},"is_claimable":false,"name":"Mechanism of the Fe(iii)-catalyzed synthesis of hexahydropyrimidine with α-phenylstyrene: a DFT study.","description":"It is very important to develop multiple C-H substitution reactions of simple alkenes to obtain complex unsaturated components. The present study focuses on a theoretical investigation of the plausible mechanism in the Fe(OTf)<sub>3</sub>-catalyzed tandem amidomethylative reactions of α-phenylstyrene. Bis(tosylamido)methane is activated by Fe(OTf)<sub>3</sub> to form tosylformaldimine and its Fe(OTf)<sub>3</sub>-adduct. The Fe(OTf)<sub>3</sub>-adduct undergoes an intermolecular aza-Prins reaction with α-phenylstyrene to form allylamide. The DFT data support the formation of the hexahydropyrimidine derivative from allylamide, and \"condensation/iminium homologation/intramolecular aza-Prins\" is the optimal reaction path. At the same time, a possible reaction pathway for the conversion of the ","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Jul","modification":"2025-04-21T22:29:29.256Z","creation":"2025-04-05T18:48:38.937Z"},"accession":"S-EPMC9284522","cross_references":{"pubmed":["35919169"],"doi":["10.1039/d2ra02727e"]}}