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Please login to access the full content or check if you have access via39.11.3.1.2.8 Variation 8: Sulfuration Using Thiourea Catalyzed by Silica Gel
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Saito, M.; Nakayama, J., Science of Synthesis, (2008) 39, 616.
Another “green” approach to thiiranes 79 uses thiourea on silica gel, but without a solvent (Method A); the results are comparable to similar reactions carried out using dichloromethane as the solvent (Method B, Scheme 33).[96]
Meeeee 88 Meeeeeeee eeee Meeeeeee Meeee Meeeeeee Meeeeeeee ee Meeeee Mee[88]
| M8 | M8 | Meeeee | Meee (eee) | Meeee (%) | Mee |
|---|---|---|---|---|---|
| Me | M | M | 8 | 88 | [88] |
| M | 88 | 88 | [88] | ||
| Me | M | M | 8 | 88 | [88] |
| M | 888 | 88 | [88] | ||
| MM8Me | M | M | 8 | 88 | [88] |
| M | 88 | 88 | [88] | ||
| MM8MMe | M | M | 8 | 88 | [88] |
| M | 888 | 88 | [88] | ||
| MM8MMM8MM=MM8 | M | M | 8 | 88 | [88] |
| M | 88 | 88 | [88] | ||
| MM8MeMe | M | M | 8 | 88 | [88] |
| M | 88 | 88 | [88] | ||
| MM8MMMM(Me)=MM8 | M | M | 8 | 88 | [88] |
| M | 88 | 88 | [88] | ||
| (MM8)8 | M | 8 | 88 | [88] | |
| M | 888 | 88 | [88] | ||
Mee eeeeeee-eeee eeeeeeeee eee eeee ee eeeeeeee ee e eeeeee eeeeeeeeeeeeeeee eeeeeeeeee ee eeeeeeeee eeeeee (M)-(+)-8-eeeeeeeeeeeee (88) eeee (M)-(+)-8-eeeeeeeeeeeeee (88) eeeee eeeeeee eeeeee eeeeee eee eeeeeeeee (Meeeee 88).[88]
Meeeee 88 Meeeeeeee Meeeeeeeee ee 8-Meeeeeeeeeeee eeee 8-Meeeeeeeeeeeee Meeee Meeeeeee[88]
| Meeeeeee | Meeeeee | ee (%) | Meeee (%) | Mee |
|---|---|---|---|---|
| MeMe8 | MM8MMM | 88 | 88 | [88] |
| eeeeeee-eeeeeeeee MMMM | MMMM | 88 | 88 | [88] |
| M8MM–Me(MMe)8e | MM8MMM | 88 | 88 | [88] |
| Me(MM) | MM8MMM | 88 | 88 | [88] |
| Me(MM) | MM8MMM | 88 | 88 | [88] |
| eeee | (M8M)8M=M/eeeeee eee | 88 | 88 | [88] |
| eeee | (M8M)8M=M/eeeeee eee/MM8Me8 | 88 | 88 | [88] |
e M8MM = eeee(8-eeeeeeeeeeeee).
Meeeeeeeeeee Meeeeeeee
Meeeeeeee 88; Meeeeee Meeeeeeee Meeee Meeeeeee eee Meeeee Mee:[88]
Meeeee M: Meeeee eee (88.8 e) eee eeeee ee eeeeeeee (8.88 e, 8.88 eeee) ee eeeeeee. Mee eeeeeee eee eeeeeeeeeeee ee e eeeeee eeeeeeeeee eee eee eeeeeee eee eeeee eeeee eeeeee ee eeee e eeeeeeeeeee eeeee.
M eeeeeee ee eee eeeeeee (8 eeee) eee eeeeeeee/eeeeee eee (8 e) eee eeeeeee eee 8–8 eee, eeeee eeeee eee eeeeeeee eee eeeeeeee (MM ee MMM). Mee eeeeeee eee eeeeeeeeeee eeee e eeee-ee-eeee eeeeeeeeeeee eeeeeeeee eee eeeeeeeee eeeee eeeeeee eeeeeeee ee eeee eee eeee eeeeeeee. Meeeeeeeeeeee, eee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee.
Meeeeeeee 88; Meeeeee Meeeeeeee Meeee Meeeeeee eee Meeeee Mee ee Meeeeeeeeeeeeee:[88]
Meeeee M: Meeeee eee (88.8 e) eee eeeee ee eeeeeeee (8.88 e, 8.88 eeee) ee eeeeeee. Mee eeeeeee eee eeeeeeeeeeee ee e eeeeee eeeeeeeeee eee eeeee eeeee eeeeee ee eeee e eeeeeeeeeee eeeee.
Meeeeeee/eeeeee eee (8 e) eee eeeee ee eee eeeeeee (8 e) ee MM8Me8 (88 eM) eee eee eeeeeee eee eeeeeee ee ee eee 8.8–8 e. Mee eeeeeeee ee eee eeeeeeee eee eeeeeeeee (MM ee MMM) eee eeee ee eee eeee eee eeeeeee eee eeeeeeee. Mee eeeeeeee eee eeeeee eeee M8M (88 eM) eee eeeee (Me8MM8). Meeeeee ee eee eeeeeee, eeeeeeee ee eeeeeeeeeeeeee (eeeeee eee), eeeeeeee eee eeee eeeeeeee.
References
| [96] | Meeeeeee, M.; Meeeeeeeeee, M.; Meeeee, M. M., Meeeeeeeee, Meeeee Meeeeee Meeee. Meee., (8888) 888, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
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