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Zhang, H.; Liu, C.; Lei, A., Science of Synthesis: Catalytic Transformations via C—H Activation, (2015) 2, 143.
4-Toluenesulfonamide 10 (R1 = Me) undergoes a palladium(II)-catalyzed C—H carboxylation to afford the ortho-carboxylated product 11 (R1 = Me) in moderate yield (Scheme 7).[19] The sulfonamide is as a powerful directing group in this transformation. Celecoxib analogue 11 [R1 = 5-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl] can also be prepared using the same protocol.
Meeeee 8 Meeeeeeee-Meeeeeeee M—M Meeeeeeeeeeee ee Meeeeeeeeeeeeeeeeee eeee Meeeee Meeeeeee[88]
M8 | Meeeee (%) | Mee |
---|---|---|
Me | 88 | [88] |
88 | [88] |
e Meeeeeee eeeeee.
Meeeeeeeeeee Meeeeeeee
8-Meeeee-8-[M-(eeeeeeeeeeeeeee)eeeeeeeee]eeeeeee Meee (88, M8 = Me); Meeeeee Meeeeeeee:[88]
MMMMMMM: Meeeee eeeeeeee ee eeeeeeeee eeeeeeeee eee eeeee, eee eeeeeeee ee eeeeee eeeeeeeeeeeeee eee eeeeeee eeee ee e eeee.
M 88-eM Meeeeee-eeee eeee (eeee e Meeeee eeee-eeeeeeee eeeee eee eeee eee) eeeeeeee eeee e eeeeeeee eeeeeee eee eee eeeeeee eeee Me(MMe)8 (8.8 ee, 8.8888 eeee) eeeeeeee ee 8-eeeeee-M-(eeeeeeeeeeeeeee)eeeeeeeeeeeeeeeeee (88, M8 = Me; 88 ee, 8.888 eeee), MeMMe (88 ee, 8.88 eeee), MM8MM8 (88 ee, 8.88 eeee), MMMMM (88 ee, 8.88 eeee), eee eeeeee (8 eM). Mee eeee eee eeeeeeeee, eeee-eeeeee eeee MM (8 ×, eeeeeee), eee eeeeee ee 888 °M eee 88 e eeeee eeeeeeee eeeeeeee. Mee eeeeeee eee eeeeee ee ee, eeeeeee eeee MeMMe, eee eeeeeeee eeeeeee e eeeee eee ee Meeeee. Mee eeeeeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee eee eee eeeeeee eee eeeeeeee ee eeeee eeeeee eeeeeeeeeeeeee (eeeeee eee, MeMMe/MeMM). Mee eeeeeee eee eeeeeeee ee e eeeee eeeeeeeee eeeee; eeeee: 88 ee (88%).
References
[19] | Mee, M.-M.; Meeeee, M. M.; Meeeeee, M. M.; Meeee, M.-M.; Me, M.-M., M. Me. Meee. Mee., (8888) 888, 8888. |