2-Formylphenylboronic acid → N-(3-methyl-5-isoxazolyl)-5-(2-formylphenyl)thiophene-2-sulfonamide
Reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1B(O)O)=[O:2].[CH3:12][C:13]1[CH:17]=[C:16]([NH:18][S:19]([C:22]2[S:23][C:24](Br)=[CH:25][CH:26]=2)(=[O:21])=[O:20])[O:15][N:14]=1>>[CH3:12][C:13]1[CH:17]=[C:16]([NH:18][S:19]([C:22]2[S:23][C:24]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[CH:1]=[O:2])=[CH:25][CH:26]=2)(=[O:21])=[O:20])[O:15][N:14]=1Participants
3
Procedure
N-(3-methyl-5-isoxazolyl)-5-(2-formylphenyl)thiophene-2-sulfonamide was prepared in the same manner as described in Example 32C from 2-formylbenzeneboronic acid (281 mg, 1.87 mmol) and N-(3-methyl-5-isoxazolyl)-5-bromothiophene-2-sulfonamide (550 mg, 1.7 mmol). Purification by column chromatography using 15% MeOH/CHCl3 gave 63 mg (28%) of the pure sulfonamide as a brown oil.
Workup
- customN-(3-methyl-5-isoxazolyl)-5-(2-formylphenyl)thiophene-2-sulfonamide was prepared in the same manner