6863-96-3Relevant academic research and scientific papers
The anionic thia-Fries rearrangement of aryl triflates
Charmant, Jonathan P. H.,Dyke, Alan M.,Lloyd-Jones, Guy C.
, p. 380 - 381 (2003)
Aryl triflates undergo LDA-mediated rearrangement to generate o-hydroxyaryl trifluoromethylsulfones. In some cases, partitioning between rearrangement and aryne generation can be controlled.
Benzyne Generation from Aryl Triflates
Wickham, Peter P.,Hazen, Kevin H.,Guo, Hong,Jones, Garth,Reuter, Kelly Hardee,Scott, William J.
, p. 2045 - 2050 (2007/10/02)
The use of aryl triflates to form arynes as reactive intermediates is decribed.This allows the first general use of phenols as aryne precursors.Phenyl triflate reacts with LDA at -78 deg C to form benzyne, which then reacts with diisopropylamine generating N,N-diisopropylaniline.Yields of diisopropylarylamines from aryne intermediates are superior to those previously reported.Regioisomeric ratios are similar to those obtained with use of other benzyne precursors.
