838-67-5Relevant articles and documents
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Rondestvedt
, p. 911 (1956)
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HBr/H2O2-mediated formation of C–S bond with thiosulfates
Zhang, Rongxing,Jin, Shengzhou,Wan, Yuanxing,Lin, Sen,Yan, Zhaohua
, p. 841 - 847 (2018/02/06)
A novel, efficient, and green protocol to construct C–S bond has been developed via HBr/H2O2-mediated sulfenylation of styrenes and 4-hydroxycoumarins leading to unsymmetrical sulfides. Various unsymmetrical sulfides were prepared in one step with moderate to good yields using environmentally-friendly H2O2 as oxidant and HBr as catalyst. Based on the preliminary experimental results, a plausible reaction mechanism was proposed for HBr/H2O2-mediated formation of C–S bond with thiosulfates.
On the preparation and determination of configurational stability of chiral thio- and bromo[D1]methyllithiums
Wieczorek, Anna,Hammerschmidt, Friedrich
, p. 10021 - 10034 (2013/01/15)
Thio- and bromo[D1]methyllithiums (ee 99%) were generated from the respective stannanes by tin-lithium exchange at temperatures ranging from 0 to -95 °C. Thio[D1]methyllithiums 6 were found to be microscopically configurationally labile on the time scale of the thiophosphate-α-mercaptophosphonate rearrangement even at -95 °C. Thio[D1]methyllithiums 13a and 13b underwent a thia-[2,3]-Wittig rearrangement down to -95 °C and 13b only down to -50 °C. The former were microscopically configurationally stable below -95 °C, and the latter racemized completely at -50 °C. Chiral bromo[D1]methyllithiums are chemically unstable at -78 °C but microscopically configurationally stable at the time scale of their addition to benzaldehyde and acetophenone.