138719-99-0Relevant academic research and scientific papers
Facile synthesis of diverse o-iodoaryl triflates from o-silylaryl triflates by aluminum-mediated desilyliodination
Yoshida, Suguru,Hazama, Yuki,Kanemoto, Kazuya,Nakamura, Yu,Hosoya, Takamitsu
supporting information, p. 742 - 745 (2019/07/08)
A convenient method for preparing diverse o-iodoaryl triflates by the desilyliodination of o-silylaryl triflates has been developed. The treatment of o-silylaryl triflates with 1,3-diiodo- 5,5-dimethylhydantoin (DIH) in the presence of aluminum trichloride efficiently afforded the corresponding o-iodoaryl triflates, including those with multiple 1-iodo-2-(triflyloxy)arene moieties. Various multisubstituted o-iodoaryl triflates were easily prepared by the iridium-catalyzed CH borylation of readily available, simple o-silylaryl triflates, followed by deborylative transformations and subsequent desilyliodinaton.
Facile preparation of 2-iodophenyl trifluoromethanesulfonates: Superior aryne precursors
Ganta, Ashok,Snowden, Timothy S.
, p. 2227 - 2231 (2008/02/10)
A comparative study of 3-methoxyaryne precursors revealed 2-iodo-3-methoxyphenyl triflate as the most effective in nonpolar solvent. Use of Hoppe's N-isopropyl carbamate allows for the systematic preparation of a variety of 2-iodophenyl triflates via a directed ortho-lithiation-iodination- decarbamation sequence. These steps are possible without isolation of the intermediate iodophenyl carbamates. Georg Thieme Verlag Stuttgart.
Facile access to versatile polyaromatic building blocks: Selectively protected benzocyclobutenedione derivatives via regioselective [2 + 2] cycloaddition of α-alkoxybenzyne and ketene silyl acetal
Hamura, Toshiyuki,Hosoya, Takamitsu,Yamaguchi, Hiroki,Kuriyama, Yokusu,Tanabe, Mitsujiro,Miyamoto, Makoto,Yasui, Yoshizumi,Matsumoto, Takashi,Suzuki, Keisuke
, p. 3589 - 3604 (2007/10/03)
A facile, divergent access to highly oxygenated benzocyclobutene derivatives was developed via the regioselective [2 + 2] cycloaddition of α-alkoxybenzynes and ketene silyl acetals. The cycloadducts could be converted to selectively protected alkoxybenzocyclobutenediones, an attractive class of compounds for the synthesis of polyaromatic compounds. As one possible application, divergent access to a regioisomer pair of sulfonylphthalides for the Hauser approach to polyaromatic compounds is described.
