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31.10.1.1.1.4 Variation 4: Reaction of Arenesulfonic Esters or Arenesulfonyl Halides with Nucleophiles

DOI: 10.1055/sos-SD-031-00744

Nakamura, S.; Toru, T.Science of Synthesis, (200731837.

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]

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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 (8eee%) 8,8-Me8M8M8MM8Me 88 [‌88‌]
MeMM8Me eeeeee MeMe8 (88eee%) 88 [‌88‌]
MeMM8Me e-eeeeee Me(MMe)8 (8eee%) 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 (888ee, 8eeee), MeMM8Me (888ee, 8eeee), eee M8MM8 (888ee, 8eeee) ee eeeeeee/M8M (8:8, 88eM) ee 8°M, MeMe8 (8ee, 8.888eeee) eee eeeee eee eeeeeeee eee eeeeeeeee ee ee eeeee e M8 eeeeeeeeee. Meeee eeeeeeeeee ee eee eeeeeeee (88eee), eee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee. M8M (88eM) eee eeeee ee eee eeeeeee eee eee eeeeeee eee eeeeeeeee eeee eeeeeeeee eeeee eee eeeeee eeee M8M (8×88eM). Meeeeee ee eee eeeeeee eeeee eeeeeee eeeeeeee eeeeeee eee eeeeeee, eeeee eee eeeee ee ee eeee eeee ee eeee eee eeeeeee eeeeeeeeeeee; eeeee: 888ee (88%); 8MMMM (δ): 8.88 (e, 8M), 8.88 (e, 8M, M=8.8Me), 8.88 (e, 8M, M=8.8Me), 8.888.88 (e, 8M).

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