1253786-18-3Relevant academic research and scientific papers
Generation of arynes using trimethylsilylmethyl Grignard reagent for activation of ortho-Iodoaryl or ortho-sulfinylaryl triflates
Yoshida, Suguru,Uchida, Keisuke,Hosoya, Takamitsu
, p. 691 - 693 (2015)
The trimethylsilylmethyl Grignard reagent triggered efficient generation of arynes from various ortho-iodoaryl or ortho-sulfinylaryl triflates. The moderate nucleophilicity and basicity of the reagent facilitated efficient reactions between the aryne prec
Synthesis of dihydrobenzisoxazoles by the [3 + 2] cycloaddition of arynes and oxaziridines
Kivrak, Arif,Larock, Richard C.
experimental part, p. 7381 - 7387 (2011/02/22)
Dihydrobenzisoxazoles are readily prepared in good yields by the [3 + 2] cycloaddition of oxaziridines and arynes. The reaction involves an unusual cleavage of the C-O bond of the oxaziridine and tolerates a variety of substituents on the oxaziridine and the o-(trimethylsilyl)aryl triflate to form aryl-, heteroaryl-, alkyl-, and naphthyl-substituted dihydrobenzisoxazoles. The resulting halogen-substituted dihydrobenzisoxazoles are readily elaborated to more complex products using palladium-catalyzed crossing-coupling processes.
