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. 2020 Mar 5;11(14):3672–3679. doi: 10.1039/c9sc05883d

Applications of 1a and 1b in organic syntheses.

Entry Reactant Condition Product Yield Type
(1) graphic file with name c9sc05883d-u9.jpg 1a-[P]+ (15 mol%), HBpin (1.5 equiv.), CH3CN, 80 °C, 36 h graphic file with name c9sc05883d-u10.jpg 40%a HT
(2) graphic file with name c9sc05883d-u11.jpg tBuOK, CD3CN, 20 °C, 10 min graphic file with name c9sc05883d-u12.jpg Quant.b PT
(3) graphic file with name c9sc05883d-u13.jpg AIBN (1.5 equiv.), C6D6, 80 °C, 3 h graphic file with name c9sc05883d-u14.jpg >90%b HAT
(4) graphic file with name c9sc05883d-u15.jpg 1b (1.5 equiv.), AIBN 15 mol%, toluene-d8, 90 °C, 5 h graphic file with name c9sc05883d-u16.jpg >90%c HAT&ET
a

Isolated yield.

b

NMR yields determined by the amount of phosphorus species.

c

NMR yields with 1,3,5-trimethoxybenzene as the internal standard.