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Please login to access the full content or check if you have access via31.9.2.1.4.6 Method 6: Arenesulfonamides from Arenesulfonic Acid Salts
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Shcherbakova, I., Science of Synthesis, (2007) 31, 815.
A novel methodology based on the pyridine or triethylamine salts of alkane- and arenesulfonic acids has been developed by Caddick and co-workers for the synthesis of sulfonates and sulfonamides.[122] Treatment of the pyridine or triethylamine salts (e.g., 138) of arenesulfonic acids with triphenylphosphine and trifluoromethanesulfonic anhydride activates the salts, which on reaction with nucleophiles afford pentafluorobenzenesulfonates (Section 31.9.2.1.3.4.2) or sulfonamides 139 (Scheme 59).
Meeeee 88 Meeeeeeeeeeeeeeee eeee Meeeeeeeeeeee Meee Meeee[888]
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M-Meeee-8-eeeeeeeeeeeeeeeeee (888, M8 = 8-Me; M8 = M; M8 = MM8MM=MM8); Meeeeee Meeeeeeee:[888]
Me e eeee ee Me8M (8.8 e, 8.8 eeee) ee eeeeeeee MM8Me8 (88 eM) eee eeeee Me8M (8.88 e, 8.88 eM, 8.8 eeee) eee eee eeee eee eeeeeee eee 88 eee. Mee eeeeeeee eeee 888 (M8 = 8-Me; 8.88 e, 8.8 eeee) eee eeee eeeee eee eee eeee eee eeeeeee eee 88 eee. M eeeeeee ee Me8M (8.8 eM, 8.8 eeee) eee eeeeeeeeee (8.8 eM) ee MM8Me8 (88 eM) eee eeeee eeeeeeee ee 8°M eeee e eeeeee ee 8 eee. Mee eeeeeeeee eeee eeeeee eeee eee eeeeeee ee eeee ee ee eee eeee eeeeeee eeee MM8Me8 (88 eM). Mee eeeeeee eee eeeeee eeee 8 M MMe (8 × 88 eM), eee. MeMMM8 eeee (8 × 88 eM), eee M8M (88 eM). Mee eeeeeee eeeee eee eeeee (MeMM8) eee eeeeeeee, eee eeeeeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee, eee eee eeeee eeeeeee eee eeeee eeeeeeeeeeeeeee [eeeeee eee, Me8M/eeeeeeeee eeeee (ee 88–88°M) 8:8] ee eeee eee eeeeeee ee e eeee eeeeee eeeee, eeeee ee eeeeeeeeeeeeeeeee (MM8Me8/eeeeee) eeee eeeee eeeeeeee; eeeee: 8.88 e (88%); ee 88–88°M.
References
[122] | Meeeeee, M.; Meeeee, M. M.; Meee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
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- 8.Meeeee-Meee, (8888) 8, 888.