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Please login to access the full content or check if you have access via31.10.1.1.1.4 Variation 4: Reaction of Arenesulfonic Esters or Arenesulfonyl Halides with Nucleophiles
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Nakamura, S.; Toru, T., Science of Synthesis, (2007) 31, 837.
The reaction of sulfonyl halides or sulfonates with an organometallic species gives sulfones 12 (Scheme 5).[54,55] Various aryl sulfones 13 can be prepared from the reaction of phenyl trifluoromethyl sulfone with Grignard reagents.[56]
Meeeee 8 Meeeeeeee ee Meeeeeee ee Meeeeeeeeeee Meeeeeeeeeee ee Meeeeeeeeeeeeee ee Meeeeeeeeeeeeee Meeeeeee[88,88]
Mee Meeeeee–Meeeee eeeeeeee ee eeeeeeee eeeeeeeee eeee eeeeeeee eeeeeee ee eee eeeeeeee ee e eeeeeeeeeeeeee eeeeee ee e Meeee eeee, eeee ee eeeeeeee eeeeeeeeeee[88] ee eeeeeeee(M) eeeeeeee,[88] eeeeeee eeeee eeee eeeeeeee ee eeeeee eeeeeeee 88 (Meeee 8). Meeeeeeeeeeeee eeeeeeeee eee eeee eeeeeeee eeee eeeeeeeeeeeeee eeeeeeeee, e.e. eee eeeeeeeee ee eeeeeeeeeeeeee eeeeeeeee eeee eeeeeeee eeeeee eeee ee eeeeeeeeee eee eeeeee eee eeeeeeee ee eeee eeeeee, eeeeeee eee eeeeeeeee eeee eeeeeeeeeeeeee eeeeeeeee eeeeee eee eeeeeeee ee eee eeeeee.[88,88] Meeeeeeeeeeee ee eeeeee eee eeeeeee eeee eeeeeeee eeeeeee ee eeeeeeeee ee eeeeeee(MMM) eeeeeeeeeeeeeeeeeeeeeeeee,[88,88] eeeeee(MMM) eeeeeee,[88] eeeeee(MMM) eeeeeeeeeeeeeeeeeeeeeeeee,[88] ee eeeeee eeeeeeeeeee,[88] eee eeeee eeeeeeeee eee eeeeeeeee.
Meeee 8 Meeeeeeee ee Meeeeeee ee Meeeeee–Meeeee Meeeeeee ee Meeeeeee Meeeeeeee eeee Meeeeeee Meeeeee[88–88,88–88]
Meeeeeee Meeeee | Me8M | Meeee Meee | Meeeeee | Meeee (%) | Mee |
---|---|---|---|---|---|
MeMM8Me | eeeeeee | MeMe8 (8.88 eeeee) | MeMM8Me | 88 | [88] |
MeMM8Me | eeeeeeeeee | MeMe8 (8.88 eeeee) | MeeMM8Me | 88 | [88] |
MeMM8Me | e-eeeeee | MeMe8 (8.88 eeeee) | 8,8-Me8M8M8MM8Me | 88 | [88] |
MeMM8Me | MeMe | MeMe8 (8.88 eeeee) | 8-MeM8M8MM8Me | 88 | [88] |
MeMM8Me | eeeeeee | MeMe8 (8 eeeee) | MeMM8Me | 88 | [88] |
MeMM8M | eeeeeee | MeM8 (8 eeeee) | MeMM8Me | 88 | [88] |
MeMe | eeeeeee | MeMe8 | MeMM8Me | 88 | [88] |
MeMe | eeeeeeeeee | MeMe8 | MeeMM8Me | 8 | [88] |
MeM | eeeeeeeeee | MeMe8 | MeeMM8Me | 88 | [88] |
Me(MM8)88MM8M | e-eeeeee | MeMe8 | 8,8-Me8M8M8MM8(MM8)88Me | 88 | [88] |
MeMM8Me | e-eeeeee | Me(MMe)8 (8 eee%) | 8,8-Me8M8M8MM8Me | 88 | [88] |
MeMM8Me | eeeeee | MeMe8 (88 eee%) | 88 | [88] | |
MeMM8Me | e-eeeeee | Me(MMe)8 (8 eee%) | 8,8-Me8M8M8MM8Me | 88 | [88] |
MeMe | eeeeeee | Me-eeeeeeee eeeeeeeee | 8-MeeMM8Me | 88 | [88] |
Mee eeee-eeeeeeeeeee eeeeeeee eee eeeeee eeeeee ee eeee eeeeeeeee eeee eeeeeeeeeee eeeeee eeeeeeeee, eeee ee eeeeeee ee e-eeeeee. Me eeeee ee eeeee eee ee eeeeee Meeee eeeee eee eeeeee eeeee eeeeeeee eeeeeeeee, eee ee eeeeeee eeee eeeeeeeeeeeeeeee ee eee eeeeeeee eeee eeeeeeeeeee eeeeee eeeeeeeee, eeeeeeee(eeee)eeeeeeeee ee eeeeeeeeeee eeeee eee eeee. Mee eeeeeeee ee eeeeeeee(eeee)eeeeeeeee[88] ee eeeeeeeeeee eeeee[88] eeee eeeeeeeeeeeee eeeeeeeee eeeeeee eeeeee eeeeeeee 88 eeeeeeeeeee eeee eeeeeeeeeee ee eee eeeeeeeeeeeeeee eeeee ee eeeeeee eeee (Meeeee 8).
Meeeee 8 Meeeeeeee-Meeeeeeee Meeeeeee ee Meeeeeeeeee Meeee eee Meeeeeeeeeeee Meeeeeeee[88]
Meeeeeeeeeee Meeeeeeee
8-Meeeeeeeeeeee Meeeee Meeeeee (88, Me8 = 8-MeMM8M8; Me8 = Me); Meeeeee Meeeeeeee:[88]
Me e eeeeeee ee 8-eeeeeeeeeeeeeeeeeeee eeee (888 ee, 8 eeee), MeMM8Me (888 ee, 8 eeee), eee M8MM8 (888 ee, 8 eeee) ee eeeeeee/M8M (8:8, 88 eM) ee 8°M, MeMe8 (8 ee, 8.888 eeee) eee eeeee eee eeeeeeee eee eeeeeeeee ee ee eeeee e M8 eeeeeeeeee. Meeee eeeeeeeeee ee eee eeeeeeee (88 eee), eee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee. M8M (88 eM) eee eeeee ee eee eeeeeee eee eee eeeeeee eee eeeeeeeee eeee eeeeeeeee eeeee eee eeeeee eeee M8M (8 × 88 eM). Meeeeee ee eee eeeeeee eeeee eeeeeee eeeeeeee eeeeeee eee eeeeeee, eeeee eee eeeee ee ee eeee eeee ee eeee eee eeeeeee eeeeeeeeeeee; eeeee: 888 ee (88%); 8M MMM (δ): 8.88 (e, 8M), 8.88 (e, 8M, M = 8.8 Me), 8.88 (e, 8M, M = 8.8 Me), 8.88–8.88 (e, 8M).
References
[54] | Meeeeee, M.; Meeee, M.; Meeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[55] | Meeeeeeeee, M. M., Mee. M. Meee., (8888) 88, 8888. |
[56] | Meeeeeee, M. M.; Meeeee, M.; Meeee, M. M.; MeMeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[57] | Meee, M.; Meeeee, M., M. Meee. Mee., (8888), 8888. |
[58] | Meee, M. M.; Mee, M. M., Meeeeeeee, (8888), 888. |
[59] | Meeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[60] | Meeee, M. M.; Meeee, M. M., Meeeeeeee, (8888), 888. |
[61] | Méeeeeee, M.; Meee, M. M.; Meeeeeeee, M.; Meeee, M., M. Mee. Meee., (8888) 88, 8888. |
[62] | Méeeeeee, M.; Meee, M. M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[63] | Meeee, M. M.; Meeee, M. M. M.; Meeeeee, M. M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[64] | Meeee, M. M.; Meeeeee, M. M.; Meeeeee, M. M., Meeeeee, (8888), 888. |
[65] | Meeeeee, M. M.; Meeeee, M. M.; Meeee, M. M.; Meeeeeee, M. M., Mee M. Meee., (8888) 88, 8888. |
[66] | Meeee, M. M.; Meeee, M. M.; Meeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[67] | Meeeeee, M. M.; Meeeeee, M., Meee. Mee., (8888) 888, 888. |
[68] | Meeeeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M., Mee. Meee., (8888) 8, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.