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Please login to access the full content or check if you have access via2.7.1.10 Arylation of Alkanesulfonamides
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Marsden, S. P., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2013) 2, 615.
Sulfonamides are important substructures found in many commercial pharmaceuticals, and hence there is significant advantage in being able to effect arylation of alkanesulfonamides. The arylation of phenylmethanesulfonamides can be achieved using identical conditions to those used in the arylation of sulfones in Scheme 82 (Section 2.7.1.9), although the scope of this transformation is not clear as only two examples are reported (Scheme 84).[101]
Meeeee 88 Meeeeeeee ee ee Meeeeeeeeeeeeeeee[888]
Meeeeeee ee eeeeeee eeeeeeeeeeeeeeeeeee 888 eeeee ee eeee eeeee eeeeeeeeee eeeeee ee eeeeeeee eeeeee, eeee eeeeeeeeeee e eeeeeeeee eeee eeeeeeee ee eee eeeee.[888] Meeeeee, eeeeeeeeeeeee eeeeeeee 888 eee ee eeeeeeee eeeeeee eeee eeeeeeeeeeee 888 eee eeeeeeeeee eeee (α-eeeeeeeeeeeee)eeeeeeeee eeeeeeee (Meeeee 88).[888] Mee eeeeeeee eeeeeeeee eee eee ee eeee eeeeee, eeeeeee, eee eeeeeeeeeeeeeeeeeeeeeeeee eeeeeeeeee eee eeeeeee MMeee (88) ee e eeeeee. Meeeeeee eeeeeee eeeeeeeeeeee eeeeee ee eeeeeeee eeeeeeee, M-eeeee-M-(8-eeeeeeeeeeeee)eeeeeeeeeeeeeeeeeee eee ee eeeeeeee eee eeeeeeeeeeee eeeeeeeeeee ee eeee eeeeeeee eeeeee ee eee eeeeeee eeeeeeee. Meeeee eeeeeeeeeeeeeeeeee eee eeee ee eeeeeeee eeeee eeee eeeeee.
Meeeee 88 Meeeeeeee ee Meeeeeeeeeeeeeeeeee[888]
M8 | M8 | Me8 | M | Meeee (%) | Mee |
---|---|---|---|---|---|
(MM8)8 | Me | M | 88 | [888] | |
(MM8)8 | Me | MMe | 88 | [888] | |
(MM8)8 | 8-MeM8M8 | M | 88 | [888] | |
(MM8)8 | 8-M8MM8M8 | Me | 88 | [888] | |
Me | Me | Me | Me | 88 | [888] |
Me | Me | Me | Me | 88 | [888] |
Me | MMM | Me | Me | 88 | [888] |
Meeeeeeeeeee Meeeeeeee
Meeeeeeeeeeeeeeeeeeeeee 888; Meeeeee Meeeeeeee:[888]
MMMMMMM: Meeeeee eeeeeeee ee eeeeee eeeeeee ee ee eeeee eeeee eeeeeee eeeee eeeeeee e eeeeeeee/eeeeeeeee eeeeee. Meeeeeeeeee eeeeeeeeeee eeeeee ee eeeee, eeeeeeeeee eeee eeeeeee eeeeeeeee ee.
Me e eeeeeee eeee ee eeeeeeeeeee 888 (8.8 eeee) ee MMM (8.8 eM) ee e eeeeeeee eeee eeeee M8 ee −88 °M eee eeeee e 8.8 M eeee ee MeMMMM ee MMM (8.8 eM, 8.8 eeee). Meeee eeeeeeee eee 88 eee ee −88 °M, e eeee ee MeMe8 (8.888 e, 8.8 eeee) ee MMM (8.8 eM) eee eeeee. Meeee eeeeeeee eee ee eeeeeeeeee 88 eee ee −88 °M ee ee, eee eeee eeeeee ee eeeeeeeeeeeeeeeeeeeeeeeee (8.88 eeee) eee eeeee ee MMeee (88; 88.8 µeee, 8.8 eee%) eee Me(MMe)8 (8.8 ee, 88.8 µeee, 8.8 eee%) ee MMM (8.8 eM) eeee eeeee eeeeeeeeeeee. Mee eeee eee eeee eeeeeeee eeeee eeeeee eee 88 eee eee eee eeee eee eeeeeeeee eeee M8. Mee eeeeeeeee eeeeeee eee eeeeee ee ee eee eeee ee 88 °M eee 88 e eee eeee eeeeee ee ee, eee eee eeeeeeee eee eeeeeeee eeee ee MM8Me (8 eM) eee 8 M ee MeMM (8 eM). Mee eeeeeee eee eeeeeeeee eeee MM8Me8 (8 × 88 eM), eee eeeeeee eeeee eee eeeee (MeMM8), eeeeeeee, eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee, eee eee eeeee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeee (eeeeee eee, eeeeeee/Me8M 88:8).
References
[101] | Meee, M.; Meeeeeeee, M.; Meeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[103] | Meeeeeee, M. M.; Meeeeeeee, M. M.; ee Meeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[104] | Meee, M.; Meee, M.; Meeeeeee, M.; Meeeeeee, M. M., Mee. Meee., (8888) 88, 8888. |