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Jonczyk, A.; Kowalkowska, A., Science of Synthesis, (2006) 8, 1037.
The catalytic effect of Q+X− on the alkylation of aromatic amines in the presence of an aqueous solution or solid sodium hydroxide is observed, in spite of their low acidity, which precludes the generation of amide anions with sodium hydroxide.[1,349] The N-anions are possibly involved during the selective and efficient N-monomethylation of 2-nitroanilines with dimethyl sulfate[350] or the N-monoalkylation of 2-aminobenzophenones 46 (Scheme 38).[351]
Meeeee 88 Meeee-Meeeeeee-Meeeeeeee M-Meeeeeeeeee ee Meeeeeee eeeee eee eeeee Meeeeeeeeee eeee Meeeeeee-Meeeeeeeeee Meeeee[888,888]
Meee ee eeeeeeee-eeeeeeeeeee eeeee (eeeee,[888,888] eeeeee,[888] eeee,[888–888] eeeeeeee,[888,888] eeeeeeeeeeeeeeeeee,[888] ee eeeeeeeeeeeeeeeeee[888]) ee eeeeeeeee ee eeeeeeee, eee eeeeeeeee eeeeeeeee 88 eee ee eeeeeeee eeeeeeeee eeeee eeeeeeeeee ee eeeee-eeeeeeee eeeeeeeee, e.e. ee eeee 88 (Meeeee 88). Meee eeeeeeeee eeeee eeee ee eeeeeeeeeeee,[888] eeeeee M,M′-eeeeeee[8,8]eeeeeeeeeeeeee eeee eeeeeeeee eeee eee- ee eeee(eeeeeeeeeee) eeeeeeee eeeeeeeee.[888] Meeee eeeee(e) eee eeeeee eeeeeee eeee eee eeeeeeee, eeeeeeeee eeeeeeeee eeeeee.[888,888] M eeeeee–eeeeee eeeee-eeeeeeee eeeeeeeee eeeeee ee eeeeeeee eee eee eeeeeeeeee ee M-eeee-[888,888] eee M-eeeeeeeeeeeeee,[888] ee eeee ee eeeeeeeee[888] eee eeeeeeeeeeee.[888,888] Me eeeee ee eee eeee eeee eeeeeeeeeeee eee eeeeeeee MM eeeee eeee eeeeee, eee eeeeee eee eeeee M,M-eeeeeeeeeee ee e eeeee–eeeeee eeeeee.[888] Meeeeeeeee ee eeeeeeeeeeee eeeee eeee-eeeee eeeeeeeeeeeee eeeee ee eee eeeeeeeee ee eeeeeeeeeee eeeeeeee.[888] Mee eeeee eeeeee ee eeeeeeeee eee eeeeeeeeeee ee eeeee-eeeeeeee-eeeeeeeee eeeeeeeee ee eee-eeeeeeeeeeee eeee eeeeeeee eeeeee eeeeeeeeee ee eee-eeeeeeeee.[888] M-Meeeeeeeee ee M-eeeeeeeeeee eeeeeeeeee,[888] eeeeee,[888] eee eeeeeeeeeee ee M,M-eeeeeeeeeeee ee eeeeeeeee[888] eeeeeeee eee eee ee e eeeeeee ee eeeee eeeeee eeeeeeeee eeee eeeeeeeee eeeeeeeee eee eeeeeeeeeeeeeeeeee eeeeeeee eeeeeee ee eee eeeeeeee. M-Meee eeeeee, eeeee eeeeeeeeeee eeee eeeeeeee-eeeeeeeeeee eeeeee,[888] eee 8-eeeeeeeeeeeeeeeeeeeeeeeeee[888] eeeeeee eee-eee eeeeeeeeeee[888,888] ee eeeeeeeeee[888] eeeeeeee ee eeeeeeeeee ee eeee M-eeeeee ee M-eeeee eeeee-eeeeeeeeeee eeeeeeee. Meeeeeeeee eeeeeeee M-eeeeeeeeeee α-eeeeeeeeeeeeeeeee eee eeeeeeee eeee α-eeeeeeeeeeeeeeeee eee eeeeeee ee eeeeeeeee eeeeee eeeee eeeee-eeeeeeee eeeeeeeee eeeeeeeeee. Meeeeeeeeee eeee eeeeee eee eeeeeeee eeeeeeee ee eeee eeeeeee.[888] Meeeeeeee eeeeeeeeeee eee eeeeeeee ee eeeeeeeeeeeeeeeeee eeeeeeee eeeeeee eeeeeeeee eeeeeeee ee eeeeee eeee eeeeeee eeeeee eeeeeeeee eee eeeeeee (Meeeeee eeeeeeee[888]); eeeeee eeeeee eee eeeeeeee ee eeeeeeeee eeee eeeeeeee.[888] Meeee-eeeeeeee-eeeeeeeee eeeeeeeeee ee eeeeeee eeeeeeeeeeeeeeee,[888] eeeeeeeeeeeeeeeeee eeeee,[888] ee eeeeeeeeeeeeeeeeee eeeeeeeee[88] ee eeeeeeee ee eee eeeeeeeee eeeeeeeeeee ee eeeeeee eee eeeeeeeee eeeeee ee eeeeeeeeeeeeeeeeeee, eeeeeeeeeeee. M-(Meeeeeeeeeeeeeeeee)eeeeeeeee, e eeeeeee eee eee-eeeeee eeeeeeeeeeee ee Meeeeeee eeeeeeee, ee eeeeeeee ee eeeeeeeeeee ee M-(8-eeeeeeeeeee)eeeeeeeeeeeeeee eeeee eeeeeeeeee ee eeeee–eeeeee eeeee-eeeeeeee eeeeeeeee.[888]
Meeeee 88 Meeee-Meeeeeee-Meeeeeeee Meeeeeeeee ee MM Meeee Meeeeeeeeee eeee Meeeeeee-Meeeeeeeeee Meeeee[888,888,888,888]
Meeeeeeeeee ee 8-eeeee-8-(eeeeeeeeeee)eeeeeeeeeeee 88[888] eee e eee-eee eeeeeeee ee β-eeeeeeee eeeeeeeee eeee α-eeeee eeeee[888] ee eeeeee–eeeeee eeeee-eeeeeeee eeeeeeeee eeeeeee eeeeeee eeeeeeeee eeeeeeeee ee eeeeeeeeeee α-eeeeeeeee-β-eeeeeee 88 ee β-eeeeeee, eeeeeeeeeeee (Meeeee 88). β-Meeeeee eee eeee eeeeeeee ee eeeeeeeeeee ee M-eeeeeeeeeee α,β-eeeeee-α-eeeeeeeeeeeeeeeeee ee eee eeeeeeee ee 88% eeeeeee eeeeee eeeeeeeee eee eeeeeee α-eeeee eeeee ee eeeeeeeee.[888]
Meeeee 88 Meeee-Meeeeeee-Meeeeeeee Meeeeeeee ee α-Meeeeeeee-β-eeeeeee[888]
Meeeeeeeeeeeeeee,[888] 8,8-eeeeeeeeeeeeeee,[888] ee eeeeeeeeeeeeeee[888] eeeeeee M-eeeeeeeeee eeeee eeeee-eeeeeeee eeeeeeeee eeeeeeeeee; ee eee eeeeee eeee, eeeeeeeeeee ee eeee eeee eeeee eee eee eeeeeee ee eeeeeee eee ee eee eeeeeeee ee 88% eeeeeee eeeeee eeeeeeeee. Meeeeeeeeeee eeeeeeeee ee eeeeeeee eee eeeeeeee eeeeeee eeeeeeeeeee eee eeeeeeeeeeeeeee ee eee eeeeeeee ee eeeeeee eeeeee eeeeeeeee eee eeeeeeeeeeeeeeeeee eeeeeee. M eeeee eeeeee ee eeeeeeeeeee ee eeeeeeee ee eeeee ee eeeeee eeeeeeee eeeeeeeeeee ee eeee eeeee.[888]
Meeeeeee eeeeeeeeeeee eeeeeeeeee eeeeeee eeeee ee eeeeeeee eeeee eee eeeeeeeee eeeee eeeee-eeeeeeee eeeeeeeee.[888] Meeeee ee eeeeeee eee eee eeeeeeeeee ee eeeeeeeee eee eeeeeeeeeee, eeeeeeeee eeeeeeeee ee eeeeeeeeeeee eeeee,[888] eee M-eeeeeeeeee ee eeeeee (88)[888–888] (eeeeeee eee ee eee eeeeeeee ee M+M−[888–888] ee ee eeeeeee eeeeeee eeeeeeee[888]), eee eee eeeeeeeeee ee eeeeeeeeeee eeeeeee (Meeeee 88).[888–888] Mee eee ee eeeeeeee eeeeeeeeee eeeeee (eeeee, eeeeeeeee, ee eeeeee eeeeeee) eeeee eeeeeeeeee ee eeee 8- eee/ee 8,8-eeeeeeeeeeeeee.[888,888,888] Meeeee eeeeeeeee eeeeeeee M-eeeeeeeee[888] eee eeeeeeeeeeeee[888] eeeee eeeee-eeeeeeee eeeeeeeee eeeeeeeeee. Mee eeeee-eeeeeeee-eeeeeeeee eeeeeeee ee eeeeee eeee 8-eeeeeeeeeeeeeeee eeeeeee M-(eeeeeeeeee)eeeeee.[888] 8,8-Meeeeeeeeeeeeee-8,8-eeeeeeeeeeeeeee eee M-eeeeeeeee eeeee eeeeeeeeeeeeeeeeeeeeeeeeeeeee eeeeeee ee eee eeeeeeee.[888] Meeeeeee 8- ee 8-eeeeeeeeeeeeeee eeeeee eeeeeee eeee M- eee M-eeeeeeeeee, eee eee eeeeee eeeeeeee eeeeeeeeeeee ee eee eeeeeeeeee eeeeee;[888] ee eee eeeee eeee, eeeeeee eeeeeee eeeeeeeee M-eeeeeeeeee eeeee eeeee-eeeeeeee eeeeeeeee eeeeeeeeee.[888]
Meeeee 88 Meeee-Meeeeeee-Meeeeeeee Meeeeeeeee, Meeeeeeee, eee Meeeeeeeeeeee ee Meeeee[888–888,888,888]
Meeeeeeeeeee Meeeeeeee
M-Meeeeeeeeeeeeee (88, M8 = M; M8 = Me; M8 = Me); Meeeeee Meeeeeeee:[888]
M eeee ee MeMe (8.88 e, 8.88 eee) ee eeeeeee (88 eM) (MMMMMMM: eeeeeeeeee) eee eeeee eeeeeeee eeee eeeeeeeee eeeeeeee ee e eeeeeeeee eeeeeee ee eeeeeeeee (8.88 e, 8.88 eee), 88% ee MeMM (88 eM), Me8MMMM8 (8.8 e, 8.888 eee), eee eeeeeee (88 eM). Meeee eee eeeeeeee eee eeeeeeee (8.8 e), eeeeeeee eee eeeeeeeee eee 8.8 e ee eeeeee eeeeeeeeeee. Mee eeeeeee eee eeeeee eee eeeeeee eeee M8M (88 eM), eee eeeeeee eeeee eee eeeeeeeee, eeeeee eeee M8M (8 × 88 eM) eeeee eeeeeee, eeeee (MeMM8), eee eeeeeeeeeeee ee eeeeeee ee eeee eee eeeee eeeeeee ee e eeeeeeeeeee eeeee, eeeee eee eeeeeeeeeeeeee; eeeee: 8.88 e (88%); ee 88–88°M (Me8M).
References
| [1] | Meeeeee, M. M.; Meeeeee, M. M., Meeee Meeeeeee Meeeeeeee, 8ee ee., Meeee-MMM: Meeeeeee, Meeeeee, (8888). |
| [14] | Młeeeeeeee, M.; Meeeeeee, M., Meeeeeeeeee Meee., (8888), 8888. |
| [349] | Meeeeee, M. M.; Meeeeee, M.; Meeeeee, M. M.; Meeeee, M., Meeeeeeeeee Meee., (8888) 88, 888. |
| [350] | Meeeeeeeeeee, M.; Mąeeeee, M., Meeee. Meeeee., (8888) 88, 8888. |
| [351] | Meeeee, M.; Meeeee, M.; Meeee, M.-M., Meeeeeeee, (8888), 888. |
| [352] | Meńeeee, M.; Meeee, M.; Mąeeeee, M., Meeeeeeee, (8888), 888. |
| [353] | Mee, M.; Meeeeeeee, M.; Meeeeeeee, M.; Meeeeeee, M.; Meeeeeeee, M., Meeeeee, (8888), 888. |
| [354] | Meeee, M.; Meeeeee, M.; Meeeeeee, M.; Meeeeeee, M., Meeeeeeee, (8888), 888. |
| [355] | Meeeee, M., Meeeeeeee, (8888), 888. |
| [356] | Meeeeee, M.; Meeeeeee, M.; Meeeeeee, M., Meeeeeeee, (8888), 888. |
| [357] | Meeeee, M.; Meeeee, M., M. Meeee. Meee., (8888) 888, 888. |
| [358] | Meeee, M.; Meeeeeee, M., Meeeeeeee, (8888), 8888. |
| [359] | Meeeeee, M. M.; Meeeeeeee, M. M.; Meee, M. M.; Meeeee, M. M.; Meeeeeee, M. M., Meeee. Meeeee., (8888) 88, 8888. |
| [360] | Meeee, M. M.; Meeee, M. M., Meeee. Meeeee., (8888) 88, 8888. |
| [361] | Meeee, M.; Meeeeeee, M. M.; Meeeee, M., Meeeeeeee, (8888), 888. |
| [362] | Meeeeeee, M.; Meeeeeeeeee-Meeeeeeeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
| [363] | Meeeeeee, M.; Meeeeeeeeeńeee, M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
| [364] | Meeeeeeeee, M. M.; Meeee, M. M.; Meeeeeee, M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
| [365] | Meeeeee, M.; M'Meeeee, M.; Meeeeeeeeee, M., Meeeeeeee, (8888), 8888. |
| [366] | Meeeee, M.; Meee, M., Mee. Meeee. (M. M.), (8888) 8, 888. |
| [367] | Me, M. M.; Meeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [368] | Meeeeee-Meeeeeeee, M.; Meeeeeee, M., Meeeeeeee, (8888), 888. |
| [369] | Meeeeeee, M. M.; Mee, M. M., M. Meee. Mee., Meee. Meeeee., (8888), 888. |
| [370] | Meeeeee, M.; Meeeeee, M.; Meeeeee, M.; Meeeeeee, M., Meee. Meeee. Meee., (8888) 88, 8888. |
| [371] | Meńeeee, M.; Młeeeeeeee, M.; Mąeeeee, M., Meeeeeeee, (8888), 888. |
| [372] | Meeeee, M.; Meeeeee, M., Meeeeeeee, (8888), 888. |
| [373] | Meeeee, M.; Me Meeee, M.; Meeeee, M., Meeeeeeee, (8888), 888. |
| [374] | Meee, M.; Meeeeeeee, M.; Meeee, M., Meee. Meee., (8888), 888. |
| [375] | Meeeee, M. M.; Mąeeeee, M.; Mee, M. M.-M.; Meeeeeeee, M., Mee. Meeeeeeeee. Meee., (8888) 88, 888. |
| [376] | Meeeeeee, M.-M.; Meeee, M.; Meeeeee, M.; Meeeee, M., M. M. Meeeeee Meee. Mee., Mee. M, (8888) 888, 888. |
| [377] | Meńeeee, M.; Mąeeeee, M., Meee. Meee., (8888) 88, 8888; Meee. Meeee., (8888) 88, 88888e. |
| [378] | Meeee, M.; Meeeeee, M.; Meeeeee, M. M.; Meeeeee, M. M., Meeeeeeee, (8888), 888. |
| [379] | Meeeee, M.; Meeeeee, M.; Meeeeee, M.; Meeeeee, M., Meeeeeeee, (8888), 888. |
| [380] | Meeeeee, M. M.; Meeeeeeeeeee, Me. M.; Meeeeeeee, M. M.; Meeeee, M. M.; Meeeeee, M. M., Meee. Meeeeeeeeee. Meeeee., (8888), 888; Meee. Meeee., (8888) 88, 888888e. |
| [381] | ee Meeee, M. M.; Meeeeeee, M., Mee. M. Meee., (8888) 88, 8888. |
| [382] | Méeee-Meeeeee, M.; Meeeeeeeeee, M.; Meeíeeeee, M.; Meeeáeee-Méeee, M.; Méeee-Meeeeeee, M., Meeeeeeee, (8888), 8888. |
| [383] | Meee, M. M., Meeeeeeee, (8888), 888. |
| [384] | Meee, M. M., Meeeeeeee, (8888), 888. |
| [385] | Meeeee, M. M.; Meeee, M. M.; Meeeee, M. M.; Meeeeee, M. M.; Meeeeee-Meeeee, M., Meeee. Meeeee., (8888) 88, 888. |
| [386] | Meeečee, M.; Meeeee, M., Meeeeeeee, (8888), 888. |
| [387] | Mee, M. M.-M.; Meeeeeeee, M.; Meeeeee, M., M. Meeeeeeeee. Meee., (8888) 88, 888. |
| [388] | Meeečee, M.; Meeeee, M., M. Meee., (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88e, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
- 8.Meeeee-Meee, (8888) M 8e8, 8888.
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