Beilstein J. Org. Chem. 2017, 13, 903–909.
Table 4: Reaction scope of the visible light-mediated coupling of arenediazonium tetrafluoroborates 1 with CS2 (2). (continued)
1h
1p
3h, 76%
3p, 90%c, 92%c,d
aReaction conditions: 1 (0.1 mmol), CS2 (0.2 mmol), Ru(bpy)3(PF6)2 (0.001 mmol), blue light (20 W), DMSO (2 mL), rt, 6 h; bisolated yields after chro-
matography on silica gel; cthe reactions were carried out with the diazonium salts 1 at a 5 mmol scale; dacetone was used as the solvent.
11.Barba, F.; Ranz, F.; Batanero, B. Tetrahedron Lett. 2009, 50,
visible light-promoted process proceeds under mild reaction
conditions and is applicable for the assembly of a wide range of
12.Ravelli, D.; Fagnoni, M.; Albini, A. Chem. Soc. Rev. 2013, 42, 97–113.
diaryl disulfides. Further studies to clearly understand the reac-
tion mechanism and the synthetic applications are ongoing in
13.Lang, X.; Chen, X.; Zhao, J. Chem. Soc. Rev. 2014, 43, 473–486.
our laboratory.
14.Hari, D. P.; König, B. Angew. Chem., Int. Ed. 2013, 52, 4734–4743.
Supporting Information
15.Hofmann, J.; Heinrich, M. R. Tetrahedron Lett. 2016, 57, 4334–4340.
Supporting Information File 1
16.Qin, H.-L.; Zheng, Q.; Bare, G. A. L.; Wu, P.; Sharpless, K. B.
Angew. Chem., Int. Ed. 2016, 55, 14155–14158.
Experimental procedures, characterization data and copies
of 1H and 13C NMR spectra for final compounds.
17.Arisawa, M.; Tanaka, K.; Yamaguchi, M. Tetrahedron Lett. 2005, 46,
18.Zysman-Colman, E.; Harpp, D. N. J. Org. Chem. 2003, 68, 2487–2489.
19.Prier, C. K.; Rankic, D. A.; MacMillan, D. W. C. Chem. Rev. 2013, 113,
Acknowledgements
20.Horspool, W. M.; Lenci, F. CRC Handbook of Organic Photochemistry
and Photobiology, 2nd ed.; CRC press: Boca Raton, 2003; Vol. 1 & 2.
21.He, L.; Qiu, G.; Gao, Y.; Wu, J. Org. Biomol. Chem. 2014, 12,
This work was supported by the Wuhan University of Technol-
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