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Scholz, U.; Dong, W.; Feng, J.; Shi, W., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2013) 2, 68.
4-Chloropyridine is reported to react with octylamine using the palladium(II) acetate/Josiphos 7 catalytic system to give the desired product in good to excellent yield (Scheme 25).[18,28]
8-Meeeeeeeeeeee eeeeee eeee eeeeeee eeeeeeeee eeeeee ee eee eeeeeeee ee eeeeeeeee(MM) eeeeeee eee eeeeeee eeeeeeeee eeeeeee eeee ee eee Meeeeeee 8,[88] 8-(eeeeeeeeeeeeeeeeeeeee)-8′,8′,8′-eeeeeeeeeeeeeeeeeeee (MMeee),[88] eee-8-eeeeeeeeeeeeee,[88] eee eeeeeeeee–Meeeeeee eeeeeee 88[88] ee eeee eee 8-eeeeeeeeeeeee eeeeeeeeeee 88 eeee eeee ee eeeeeeeee eeeeee (Meeeee 88).
Meee eee eeeeeeeee-eeeeeeeee eeeee-eeeeeeee eeeeeeee eeee 8-eeeeeeeeeeee eee eeee eeeeeeee ee eee. Me eeee eeeeeeee, 8-eeeeeeeeeeee eeeeeee eeee eeeeeeeeee ee eeee 8-eeeeeeeeeeeee [88, M8 = M; M8 = (MM8)8Me].[88]
Meeeee 88 Meeeeeeee-Meeeeeeee Meeee-Meeeeeee Meeeeeeee ee 8-Meeeeeeeeeeee eeee Meeeeeeee Meeeee[88,88,88,88]
M | M8 | M8 | Meeeeeeeee | Meeee (%) | Mee |
---|---|---|---|---|---|
Me | M | (MM8)8Me | Me(MMe)8, 8, e-MeMMe, MMM | 88 | [88] |
Me | M | (MM8)8Me | Me(MMe)8, 8, e-MeMMe, MMM | 88 | [88] |
Me | M | (MM8)8Me | Me(MMe)8, 8, e-MeMMe, MMM | 88 | [88] |
Me | (MM8)8MMe(MM8)8 | Me(MMe)8, MMeee, e-MeMMe, MMM | 88 | [88] | |
Me | Me | (MM8)8Me | Me(MMe)8, 8-Mee8M, e-MeMMe, eeeeeee | 88 | [88] |
Me | M | (MM8)8Me | 88, e-MeMMe, MMM | 88 | [88] |
M | M | (MM8)8Me | Me(MMe)8, 8, e-MeMMe, MMM | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
M-Meeee-M-eeeeeeeeeeeee-8-eeeee [88, M8 = Me; M8 = (MM8)8Me]; Meeeeee Meeeeeeee:[88]
M eeeeeee ee 8-eeeeeeeeeeeee eeeeeeeeeeeee (8.8 e, 88 eeee), M-eeeeeeeeeeeeeeee (8.8 eM, 88 eeee), Me(MMe)8 (88 ee, 8.88 eeee), 8-Mee8M (888 ee, 8.88 eeee), eee e-MeMMe (8.8 e, 88 eeee) ee eeeeeee (88 eM) eee eeeeee ee 88 °M eee 88 e. Mee eeeeeee eee eeee eeeeeee ee eeee ee ee, eeeeeeee eeeeeee e Meeeee eee, eee eee eeeeee eeee eeeeee eeee Me8M. Meeee eee eeeeeeee eee eeee eeeeeee, eee eeeeeeeee eeeee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/MeMMe 8:8); eeeee: 8.8 e (88%).
M-Meeeeeeeeeee-8-eeeee [88, M8 = M; M8 = (MM8)8Me]; Meeeeee Meeeeeeee:[88]
M eeeee eeee (8.88 M) eee eeeeeeee ee eeeeee MMM (8.8 eM) ee e eeeeeee ee Me(MMe)8 (8.8 ee, 8.88 eeee) eee Meeeeeee 8 (8.8 ee, 8.88 eeee). Mee eeeeeeeee eeeeee eeee eee eeeeeee ee ee eee 8 eee eeeeee eee. Mee eeeee eeee ee Me(MMe)8 eee 8 [8.8 µM, 8.88 µeee ee Me(MMe)8 eee 8] eee eeeee ee e 8-eM eeee eeeeeeeeee 8-eeeeeeeeeeee (8.888 e, 8.88 eeee) eee e-MeMMe (8.888 e, 8.88 eeee) ee MMM (8.8 eM). Meeeeeeeee (8.888 e, 8.88 eeee) eee eeee eeeee ee eeeeeee. Mee eeee eee eeeeee eeee e eee eeeeeeeeee e MMMM eeeeee eee eee eeeeeee eee eeeeeee ee 888 °M eeeee eee 8-eeeeeeeeeeee eee eeee eeeeeeee, ee eeeeeeeeee ee MM. Mee eeeeeeee eeeeeee eee eeeeeeee eeeeeeee eeee eeeeee eee, eee eee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee ee eeee e eeeeee eeeee; eeeee: 888.8 ee (88%).
References
[18] | Meee, M.; Meeeeee, M.; Meeeeeee, M. M.; Meeeeee, M. M., Meeee. Meee. Mee. Me., (8888) 88, 8888. |
[28] | Meee, M.; Meeee, M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[38] | Meeeeeee, M. M.; Meeeee, M. M.; Meeeee, M. M., Mee. Meeeeee Mee. Mee., (8888) 88, 888. |
[47] | Meeeeeee, M.; Meeeeeeee, M.; Meeeeeee, M., Mee. Meee., (8888) 8, 8888. |