514826-79-0Relevant articles and documents
Synthesis of diverse benzotriazoles from aryne precursors bearing an azido group via inter- and intramolecular cycloadditions
Yoshida, Suguru,Morita, Takamoto,Hosoya, Takamitsu
supporting information, p. 726 - 728 (2016/07/16)
A diverse range of benzotriazoles were synthesized from various 3-(azidoalkoxy)aryne precursors, which were easily prepared by Mitsunobu etherification. Various bis-1,2,3-triazoles containing a benzotriazole skeleton were obtained via sequential azide-alkyne and azide-aryne cycloadditions. Intramolecular azido-aryne cycloaddition, conducted using the same starting materials, afforded new types of ring-fused benzotriazoles. In the latter case, the reaction proceeded efficiently even though the regioorientation of the azido group was the reverse of that usually observed in intermolecular reactions between 3-alkoxyarynes and an azide.
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.
