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. 2018 Jul 24;23(8):1838. doi: 10.3390/molecules23081838

Table 4.

Substrate scope of N-sulfonyl imine 2 and N-alkylsulfonamide 3 formation.

graphic file with name molecules-23-01838-i004.jpg

Entry (Aldehyde) R1 (Sulfonamide) R2 Product 2 Yield (%) 1 Product 3 Yield (%) 2
1 4-OCH3 4-CH3 2aa 61 3aa 61
2 4-CH3 4-CH3 2ba 71 3ba 60
3 H 4-CH3 2ca 67 3ca 50
4 4-Br 4-CH3 2da 54 3da 45
5 4-Cl 4-CH3 2ea 65 3ea 74
6 4-NO2 4-CH3 2fa 50 3fa 40
7 4-CN 4-CH3 2ga 52 3ga 44
8 3-CH3 4-CH3 2ha 70 3ha 33
9 2-CH3 4-CH3 2ia 60 3ia 33
10 3-OCH3 4-CH3 2ja 60 3ja 40
11 2-OCH3 4-CH3 2ka 65 3ka 40
12 3-Br 4-CH3 2la 50 3la 22
13 2-Br 4-CH3 2ma 36 3ma 30
14 4-CH3 H 2bb 69 3bb 40
15 4-Cl H 2eb 66 3eb 70
16 2-CH3 H 2hb 60 3hb 38
17 4-CH3 4-Cl 2bc 60 3bc 40
18 4-Br 4-Cl 2dc 58 3dc 54
19 4-CH3 2-Cl 2bd 35 3bd 17
20 4-OCH3 4-NO2 2ae 34 3ae 11
21 4-Cl 4-NO2 2ee 27 3ee 21
22 4-CH3 3-NO2 2bf 25 3bf 8
23 4-CH3 2-NO2 2bg 6 3bg trace

1 Yields are based upon 1H-NMR integration with internal standard. 2 Isolated yields.