15332-79-3Relevant academic research and scientific papers
Silver-promoted (radio)fluorination of unsaturated carbamates via a radical process
Yang, Bin,Chansaenpak, Kantapat,Wu, Hongmiao,Zhu, Lin,Wang, Mengzhe,Li, Zibo,Lu, Hongjian
, p. 3497 - 3500 (2017)
The intramolecular fluorocyclization of unsaturated carbamates is described here using a hypervalent iodine reagent in the presence of a silver catalyst. Both (hetero)aryl-substituted olefins and acrylamides can be utilized as effective substrates. Preliminary mechanistic investigations suggest that the reaction proceeds via a cyclization/1,2-(hetero)aryl migration/fluorination cascade involving an unusual radical process. Furthermore, starting from no-carrier-added [18F]TBAF, a simple one-pot, two-step cascade method was developed for the generation of 18F-labeled heterocycles with high radiochemical purity.
Neighbouring-group influence on the ring opening of 2-aryloxymethyl-1,1,2-tribromocyclopropanes under phase-transfer conditions
Bakstad, Einar,Olsen, Are S.,Sandberg, Marcel,Sydnes, Leiv K.
, p. 465 - 472 (2007/10/03)
When a number of 2-aryloxymethyl-1,1,2-tribromocyclopropanes were treated with sodium hydroxide and ethanol under phase-transfer conditions, ring opening occurred to give mixtures of acetylenic diethyl acetals and ketals in better than 80% total isolated yield. The acetylenic diethyl ketals predominated significantly and were, in some cases, almost the exclusive product. It is argued that this ketal selectivity is in part caused by hydrogen bonding between ethanol and the aryloxy group.
