17772-45-1Relevant articles and documents
Direct Allylic C(sp3)?H and Vinylic C(sp2)?H Thiolation with Hydrogen Evolution by Quantum Dots and Visible Light
Huang, Cheng,Ci, Rui-Nan,Qiao, Jia,Wang, Xu-Zhe,Feng, Ke,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 11779 - 11783 (2021/04/21)
Direct allylic C?H thiolation is straightforward for allylic C(sp3)?S bond formation. However, strong interactions between thiol and transition metal catalysts lead to deactivation of the catalytic cycle or oxidation of sulfur atom under oxidative condition. Thus, direct allylic C(sp3)?H thiolation has proved difficult. Represented herein is an exceptional for direct, efficient, atom- and step-economic thiolation of allylic C(sp3)?H and thiol S?H under visible light irradiation. Radical trapping experiments and electron paramagnetic resonance (EPR) spectroscopy identified the allylic radical and thiyl radical generated on the surface of photocatalyst quantum dots (QDs). The C?S bond formation does not require external oxidants and radical initiators, and hydrogen (H2) is produced as byproduct. When vinylic C(sp2)?H was used instead of allylic C(sp3)?H bond, the radical-radical cross-coupling of C(sp2)?H and S?H was achieved with liberation of H2. Such a unique transformation opens up a door toward direct C?H and S?H coupling for valuable organosulfur chemistry.
The first ligand-modulated oxidative Heck vinylation. Efficient catalysis with molecular oxygen as palladium(0) oxidant
Andappan, Murugaiah M. S.,Nilsson, Peter,Larhed, Mats
, p. 218 - 219 (2007/10/03)
The discovery of the first ligand-supported Pd(II) catalysed oxidative Heck reaction with molecular oxygen as reoxidant and the scope with diverse arylboronic acids and olefins using only 1-2% of catalyst are reported.