@article{34f9e87fa6334337957918f04e51371a,
title = "Ring-opening fluorination of bicyclic azaarenes",
abstract = "We have discovered a ring-opening fluorination of bicyclic azaarenes. Upon treatment of bicyclic azaarenes such as pyrazolo[1,5-a]pyridines with electrophilic fluorinating agents, fluorination of the aromatic ring is followed by a ring-opening reaction. Although this overall transformation can be classified as an electrophilic fluorination of an aromatic ring, it is a novel type of fluorination that results in construction of tertiary carbon-fluorine bonds. The present protocol can be applied to a range of bicyclic azaarenes, tolerating azines and a variety of functional groups. Additionally, mechanistic studies and enantioselective fluorination have been examined.",
author = "Masaaki Komatsuda and Ayane Suto and Hiroki Kondo and Hiroyuki Takada and Kenta Kato and Bunnai Saito and Junichiro Yamaguchi",
note = "Funding Information: This work was supported by JSPS KAKENHI Grant Number JP19H02726, JP21H05213, JP21K18966, JST ERATO Grant Number JPMJER1901 (to J. Y.), and JP20J14905 and a Waseda Research Institute for Science and Engineering Grant in Aid for Young Scientists (Early Bird) (to M. K.). We thank Kota Ishitobi for preparation of several starting materials. We also thank Prof. Masahiro Terada (Tohoku University) for supplying chiral phosphoric acids. We also thank Iwatani Corporation for supplying Cs2CO3. The Materials Characterization Central Laboratory in Waseda University is acknowledged for the support of HRMS measurement. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",
year = "2022",
month = jan,
day = "21",
doi = "10.1039/d1sc06273e",
language = "English",
volume = "13",
pages = "665--670",
journal = "Chemical Science",
issn = "2041-6520",
publisher = "Royal Society of Chemistry",
number = "3",
}