title: Synthesis of Trifluoromethoxylated (Hetero)ArenesviaOCF3Migration.
abstract: Incorporation of the OCF3group into organic molecules, especially aromatic and heteroaromatic compounds, is recognized as one of the major challenges in synthetic organic chemistry. Although many attempts have been made to develop efficient trifluoromethoxylation strategies, most of the current approaches still require use of highly toxic, thermally unstable reagents, or impractical reaction conditions. Herein, we highlight a recent contribution from our group towards the synthesis of (hetero)aryltrifluoromethyl ethers. Our protocol is scalable, operationally simple, and allows an easy access to a wide range of synthetically usefulortho-OCF3aniline derivatives, as well as functionalized trifluoromethoxylated pyridines and pyrimidines under mild reaction conditions.
authors.affiliation: Department of Chemistry, Stony Brook University, Stony Brook, New York 11794-3400, USA; Institute of Chemical Biology and Drug Discovery, Stony Brook University, Stony Brook, New York 11794-3400, USA.
authors.forename: Katarzyna N
authors.initials: KN
authors.lastname: Lee
authors.affiliation: Department of Chemistry, Stony Brook University, Stony Brook, New York 11794-3400, USA; Institute of Chemical Biology and Drug Discovery, Stony Brook University, Stony Brook, New York 11794-3400, USA.
authors.forename: Johnny W
authors.initials: JW
authors.lastname: Lee
authors.affiliation: Department of Chemistry, Stony Brook University, Stony Brook, New York 11794-3400, USA; Institute of Chemical Biology and Drug Discovery, Stony Brook University, Stony Brook, New York 11794-3400, USA.
authors.forename: Ming-Yu
authors.initials: MY
authors.lastname: Ngai
keywords: amides; anilines; fluorine; rearrangement; trifluoromethoxylation; trifluoromethylation