Benzyne generation from aryl triflates

PP Wickham, KH Hazen, H Guo, G Jones…

文献索引：Wickham, Peter P.; Hazen, Kevin H.; Guo, Hong; Jones, Garth; Reuter, Kelly Hardee; Scott, William J. Journal of Organic Chemistry, 1991 , vol. 56, # 6 p. 2045 - 2050

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被引用次数: 58

摘要

The use of aryl triflates to form arynes as reactive intermediates is described. This allows the first general use of phenols as aryne precursors. Phenyl triflate reacts with LDA at-78" 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 ...