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Please login to access the full content or check if you have access via18.6.5.1.2.5.2 Variation 2: Isomerization of O-Alkyl Thiocarbamates
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Rossi, L., Science of Synthesis, (2005) 18, 615.
The conversion of O-alkyl thiocarbamates into the corresponding S-alkyl thiocarbamates, e.g. 315, is realized in good to excellent yields when the O-alkylthiocarbamate is treated with a catalytic amount of concentrated sulfuric acid in chloroform solution (Scheme 223) (see also Section 18.6.2.1.8.5).[325]
Meeeee 888 Meeeeeeeeeeee ee M-Meeee Meeeeeeeeeeeee[888]
Mee eeeeeeeeeeeee eee eeee ee eeeeeee eee ee eee eeeeeeee ee eeeee eeeeeee. Me eeee eeee, e eeeeee eeeeeeeeeeee eeeeeeee eeeee eeeee.[888,888] Mee eeeeeeee ee M-eeeee eeeeeeeeeeeeee eeee eeeee eeeeeee ee eeee eeeeeeeeeee eeeeee eee eeeeeeeeeeeee ee M-eeeee eeeeeeeeeeeeee 888 eeee eeeeeeeeeeee eeeeeeee ee eee eeeee eeeeee (Meeeee 888).
Meeeee 888 Meeee Meeeee Meeeeeee Meeeeeeeeeeee ee M-Meeee Meeeeeeeeeeeee[888,888]
Meee eee eeeeeeee ee eeeeeee eee eeee eeeeee eeeeeeeeeeeeee, eeee eeeeeee ee eeeeeee eeeeeeee, e.e. ee eee eeeeeeeee ee eeeeeeeeeeeee 888 (Meeeee 888).[888,888]
Meeeee 888 Meeee Meeeee-Meeeeeee Meeeeeeeeeeee ee Meeeee Meeeeeeeeeeeee[888,888]
M eeeeeeeee(8)-eeeeeeeee eeeeeeeeeeeeeeee eeeeeeeeeeeee ee M-eeeeeee eeeeeeeeeeeeee ee M-eeeeeee eeeeeeeeeeeeee eee eeee eeeeeeee.[888] Meeeeeeee ee M-eeeeeee eeeeeeeeeeeeee eeee e eeeeeeeee(8) eeeeeee ee eee eeeeeeee ee eee eeeeee eeeeeeeeeee 888 ee eeeeeeeeeeeeeee ee eeee eeeeeeeeeee eeeee ee e eeeeeeeeeeee eeeeeeeeeeeee, eeeeeeee M-eeeeeee eeeeeeeeeeeeee, eeee ee 888, ee eeee eeeee eee eeee eeeeeeeeeeee eeeeee (Meeeee 888).
Meeeee 888 Meeeeeeee(8)-Meeeeeeee Meeeeeeeeeeeeeee Meeeeeeeeeeee ee M-Meeeeee Meeeeeeeeeeeee ee M-Meeeeee Meeeeeeeeeeeee[888]
Meeeeeeeeeee Meeeeeeee
M-Meeeee Meeeeeeeeeeeeeeeeee (888); Meeeeee Meeeeeeee:[888]
Me e eeeeeee eeee ee M-eeeeee eeeeeeeeeeeeeeeeeee (8.8 eee) ee MMMe8 (888 eM), eeeee M8MM8 (8 eM) eee eeeee eee eee eeeeeee eee eeeeeeee eee 88 e. Meeee eeeeeee, eee eeeeeee eee eeeeee eeee M8M (8 × 888 eM) eee eeeee (Me8MM8). Meeeeee eeeeeeeeeee eeee eee eeeee eeeeeee, eeeee eee eeeeeee eeeeeeee ee eeeeeeeeeeee; eeeee: 8.88 e (88%); ee 88–88°M/8 Meee; MM (ν̃): 8888, 8888 ee−8; 8M MMM (MMMe8, δ): 8.88 (e, 8M), 8.88 (e, 8M).
M-Meeee Meeeeee-8-eeeeeeeeeeee [888, M8,M8 = (MM8)8; M8 = Me]; Meeeeee Meeeeeeee:[888]
M eeeeeeeee eeeeee ee MeM (88 e, 8.888 eee) eee eeeee ee M-eeeee eeeeeee-8-eeeeeeeeeeee (888 e, 8.88 eee). Mee eeeeeee eee eeeeee ee 888°M ee e eeeeee eeee eee 8.8–8 e (eeeeeeeeeeeee eee eeeeeeeee ee MM eee MM). Mee eeeeeee eee eeee eeeeeeeee ee eeee eee eeeeeee; eeeee: 88.8 e (88%).
M-Meeeee 8-Meeeeeeeeeeeeeeeeeeeeee (888): Meeeeee Meeeeeeee:[888]
MMMMMMM: Meeeeeeeee, eeeeeeeee, ee eeeeeeeeee ee eeeeeeeeeee eeeeeee eee eeee eee ee eeeee.
M eeee ee 8,8-eeeeeeeeeee-8-eeeeee (8.88 e, 88 eeee) eee MeM (8.88 e, 88 eeee) ee MMM (88 eM) eee eeeeeeee eee 88 e. Meeee eeeeeeeeeee ee eee eeeeeee eee eeeeeee eee eeeeeeee; eeeee: 8.8 e (88%); ee 88.8–88°M.
References
| [325] | Meeeee, M. M.; Meeeeee, M.; Meeeeee, M. M., Meeeeeeeeee, (8888) 88, 8888. |
| [531] | Meeeeee, M. M.; Meeeee, M., M. Me. Meee. Mee., (8888) 88, 888. |
| [532] | Meeeeeee, M., MM 88 888, (8888); Meee. Meeee., (8888) 88, 88888. |
| [533] | Meeeeeeee, M.; Meeeeeee, M.; Meeee, M., M. Mee. Meee., (8888) 88, 88. |
| [534] | Meeeeee, M.; Meeeeeee, M.; Meeeee, M.; Meeeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
| [535] | Möeee, M.; Meee, M.-M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8, 888.
- 8.Meeeee-Meee, (8888) M 8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 88.
- 8.Meeeee-Meee, (8888) M 88-8, 88.
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