You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via39.13.10.1.1.2.2 Method 2: Oxidation of a Thiol Using Bis(1H-benzimidazol-1-yl) Sulfide
Please login to access the full content or check if you have access via
Sato, R.; Kimura, T., Science of Synthesis, (2008) 39, 889.
Bis(1H-benzimidazol-1-yl) sulfide is a good sulfurization reagent for α,ω-dithiols; however, treatment of meso-dithiol 12 with this reagent gives cis-dimethyl 1,2-dithiane-3,6-dicarboxylate (13) instead of cis-dimethyl 1,2,3-trithiepane-4,7-dicarboxylate. The product results from a simple oxidation of the starting dithiol (Scheme 7).[19]
Meeeee 8 Meeeeeeeeee ee eee-Meeeeeee 8,8-Meeeeeee-8,8-eeeeeeeeeeeee[88]
Meeeeeeeeeee Meeeeeeee
eee-Meeeeeee 8,8-Meeeeeee-8,8-eeeeeeeeeeeee (88):[88]
M eeee ee eeee-eeeeeee 88 (8.8 e, 8.8 eeee) ee eeeeeee (88 eM) (MMMMMMM: eeeeeeeeee) ee MMe8 (88 eM) (MMMMMMM: eeeee) eee eeeee eeeeeeee eeee ee. 8 e ee e eeeeeee ee eee(8M-eeeeeeeeeeee-8-ee) eeeeeee (8.88 e, 8.8 eeee) ee eee eeee eeeeeee eeeeeee ee ee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeee eee eeeeeeeee eeeeeee, eee eee eeeeeee eeeeeeee ee eeeeeee ee eee eeeeeee eee eeeeeeeeeeeeeee [eeeeee eee (88 e), eeeeeeeee eeeee]. Meeeeee eeeeeeeee eeeeeeeee M8; eeeeeee, eeeeeee eeeeeee eeee eeeeeee eeee eee eeeee eeeeeee; eeeee: 88–88%. Mee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeeeeee (eeeeeeeee eeeee/eeeeeee); eeeee: 888 ee (88%).
References
[19] | Meeee, M. M.; Meeee, M. M.; Meeeeee, M., M. Mee. Meee., (8888) 88, 8888. |