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Kikelj, D.; Urleb, U., Science of Synthesis, (2002) 11, 636.
N-Vinylimines 38 bearing groups at the α-carbon of the imino group and at the β-carbon of the vinyl moiety substituents (X and Y, respectively) which can be displaced with nucleophiles, e.g. methylsulfanyl group, dialkylamino group, or halogen, afford thiazoles 39 with different sulfur-introducing reagents, e.g. sulfur,[162,175] hydrosulfide,[176] sodium hydrogen sulfide[169,170] and thiourea (Scheme 11).[173]
Meeeee 88 Meeeeeeee ee Meeeeeeee eeee M-Meeeeeeeeee eee M-Meeeeeeeeee Meeeeeee[888,888,888,888,888,888,888]
| M8 | M8 | M8 | M | M | Meeeeee | Meeeeee | Meeee (%) | ee/ee (°M) | Mee |
|---|---|---|---|---|---|---|---|---|---|
| MMe | MM8Me | M | MMe | MMe8 | M8M | MMM | 88 | 88–88 | [888] |
| Me | MMMe8 | Me | Me | Me | MeMM | MMM | 88 | 888–888 | [888] |
| Me | MMe8 | Me | Me | Me | MeMM | MeMM/MMM | 88 | 888–888 | [888] |
| Me | MMe8MeM8 | Me | Me | Me | M8MMMMM8 | MeMM | 88 | 888–888 | [888] |
| Me | Me | Me | Me | Me | M | – | 88 | 88–88/88 Meee | [888] |
Meeeeeeeeeee Meeeeeeee
8-Meeeee-8-(eeeeeeeeeeeeeeeeee)-8-eeeeeeeeeeeeee (88, M8 = Me; M8 = MMMe8; M8 = Me):[888]
M eeee ee eeeeeee eeeeeeee MeMM (8.88 e, 88 eee) ee MMM (88 eM) eee eeeee ee e eeee ee M-[8,8-eeeeeeee-8-(eeeeeeeeeeeeeeeeee)eeeee]eeeeee(eeeeee)eeeeeeeeeee (88, M8=Me; M8=MMMe8; M8=M=M=Me; 8.88 e, 88 eeee) ee eeeeeeee MMM (88 eM) eee eee eeeeeee eee eeee ee 88–88°M eee 8 eeee. Meeee eeeeeee ee MeMe ee eeeeeeeeee, eee eeeeeee eee eeeeeeeeee eeeee eeeeeee eeeeeeee, eee eeeeeee eeeeeeeee ee M8M eee eee eeeee eeeeeee eee eeeeeeeee, eeeee (eeeeeee eeeeeeee eeee M8M8) eee eeeeeeeeeeee eeee eeeeeee (MMMMMMM: eeeeeee ee e eeeeeeeeeeeee); eeeee: 8.8 e (88%); ee 888–888°M.
References
| [162] | Meee, M.; Meeeeee, M.; Meeeeeeeeeee, M., Meeeeeeee, (8888), 888. |
| [163] | Meeee, M. M.; Meeeee, M.; Meeeeeee, M. M.; Meeeeeeee, M. M., Meeeeeeeeeee, (8888) 88, 8888. |
| [169] | Meeee, M. M.; Meeeeee, M. M., Me. Meeeee. Meee., (8888) 88, 8888; Meee. Meeee., (8888) 88, 8888. |
| [170] | Meeeeee, M. M.; Meeeeeeee, M. M.; Meeee, M. M., Me. Meeeee. Meee., (8888) 88, 8888; Meee. Meeee., (8888) 88, 88888. |
| [173] | Meeeeeee, M. M.; Meeeeeee, M. M.; Meeee, M. M., Me. Meeeee. Meee., (8888) 88, 8888; Meee. Meeee., (8888) 888, 888888. |
| [175] | Meeeeee, M.; Meeeeeee, M.; Meee, M., Meeeeee Mee. Meee., (8888), 88. |
| [176] | Meeeeee, M.; Meeeeeeee, M., Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8e, 888.
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