1373397-29-5Relevant academic research and scientific papers
Generation of arynes by selective cleavage of a carbonphosphorus bond of o-(diarylphosphinyl)aryl triflates using a grignard reagent
Nishiyama, Yoshitake,Kamada, Shuhei,Yoshida, Suguru,Hosoya, Takamitsu
, p. 1216 - 1219 (2018)
A novel method for generating arynes, including disubsti-tuted benzynes and a dehydrophenoxathiin, is reported. The treatment of easily synthesizable o-(diarylphosphinyl)aryl triflates having two electron-deficient aromatic groups on the phosphorus atom with a phenyl Grignard reagent triggered the efficient generation of arynes by selective cleavage of a carbonphosphorus bond.
Development and Application of O-(Trimethylsilyl)aryl Fluorosulfates for the Synthesis of Arynes
Chen, Qiao,Yu, Hongmei,Xu, Zhaoqing,Lin, Li,Jiang, Xianxing,Wang, Rui
, p. 6890 - 6896 (2015/10/06)
A class of o-(trimethylsilyl)aryl fluorosulfates was synthesized by a concise method and successfully used as aryne precursors for the first time. Different trapping agents such as azides, furans, and acyl acetoacetates could successfully react with the a
Cycloadditions of azides with arynes via photolysis of phthaloyl peroxide derivatives
Chang, Denghu,Zhu, Dan,Shi, Lei
, p. 5928 - 5933 (2015/06/16)
Photolysis of phthaloyl peroxides yields arynes, which undergo [3 + 2] cycloadditions with azides. This reaction tolerates a variety of organic azides and phthaloyl peroxides and affords the corresponding benzotriazoles in moderate to good yields at room
Design and application of new imidazolylsulfonate-based benzyne precursor: An efficient triflate alternative
Kovacs, Szabolcs,Csincsi, Adam I.,Nagy, Tibor Zs.,Boros, Sandor,Timari, Geza,Novak, Zoltan
supporting information; experimental part, p. 2022 - 2025 (2012/06/16)
Several o-(trimethylsilyl)aryl imidazolylsulfonates were synthesized in a simple process and successfully applied in cycloadditions involving benzyne intermediates. The precursor offers an efficient alternative for generating benzynes compared to widely used ortho TMS triflates under similar reaction conditions. With the utilization of this new precursor, the formation of potentially genotoxic trifluoromethanesulfonate side product is eliminated. The applicability of the new benzyne precursor was demonstrated in different types of cycloaddition reactions to prepare heterocyclic molecules.
