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Martin, A. R., Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis, (2016) 1, 175.
Aryl trifluoromethanesulfonate (triflate) reagents can be used in Buchwald–Hartwig reactions when employing the palladium precatalysts 10 and 12 (L = IPr) (Scheme 18). The coupling is performed under reaction conditions analogous to those for aryl chloride reagents.[6,50] It requires only 1 mol% of precatalyst and the use of sodium tert-butoxide as the base. Electron-rich aryl trifluoromethanesulfonates are easily coupled to primary or secondary alkylamines and N-methylaniline. Unfortunately, no details about the steric hindrance or functional-group tolerance are available.
Meeeee 88 Meeeeeeee-Meeeeeeee Meeeeeeee ee Meee Meeeeeeeeeeeeeeeeeeeeeeeee[8,88]
Me8 | M8 | M8 | Meeeeeee | Meeee (%) | Mee |
---|---|---|---|---|---|
8-MeMM8M8 | (MM8)8M(MM8)8 | 88 (M = MMe) | 88 | [8] | |
8-MeMM8M8 | Me | Me | 88 (M = MMe) | 88 | [88] |
8-Mee | M | Me | 88 (M = MMe) | 88 | [88] |
8-Mee | Me | Me | 88 (M = MMe) | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
Meeeeeeeee 88; Meeeeee Meeeeeeee:[8,88]
Me e eeeeeeee, e eeee eeeeeeee eeee e eeeeeee eee eee e eeeee-eee eeeeee eeee e eeeeee eee eeeeeee eeee eeeeeee 88 (M = MMe; 8.8 ee, 8.88 eeee) ee 88 (M = MMe; 8.8 ee, 8.88 eeee), MeMe-Me (888 ee, 8.88 eeee), eee eee, eeeeeeee eeeeeee (8 eM). Meeeeee ee eee eeeeeeee, eee eeee eeeeeeeeeeeeeeeeeeeeeeeee (8.8 eeee) eee eeeee (8.8 eeee) eeee ee eeee eeeeeeee eeeeeee eee eeeeee (ee eeeeee, eeee eeee eeeeeee ee eee eeee eeeeee eee eeeeeeee). Mee eeeeeee eee eeee eeeeeee ee 88 °M eee 8–8 e. Mee eeeee eeeeeee eee eeeeeeeeee eeeeeeee eeee eeeeee eee eee eeeeeeeee ee eeeee eeeeeeeeeeeeee ee eeeee eee eeeeeee; eeeee: 88–88% (88 eeeeeeee).
References
[6] | Meeee, M. M.; Meeee, M. M., MMM; Meeeeee, M. M.; Meee, M.; Meeeee, M.; Meeee, M. M., Mee. Meee., (8888) 8, 8888. |
[50] | Meeeeee, M.; Meee, M.; Meeeeee, M.; Meeee, M. M., M. Mee. Meee., (8888) 88, 8888. |