Alkylation of 2-Arylsulfonylaminomethyl Acrylic Acids

The polymer-bound 2-arylsulfonylaminomethyl acrylic acids derived from the three-component Baylis-Hillman reaction can also be used as templates for the synthesis of different core structures. Here, we present the alkylation of these templates as an example (Fig. 6.13). 

Three different building blocks are incorporated into this synthesis, which were varied systematically. p-Toluenesulfonamide and 4-bromobenzyl bromide were employed in the variation of the aldehydes (Table 6.7), 4-trifluoromethylbenzaldehyde and 4-bromoben-zylbromide were used as constant building blocks in the sulfonamide variation (Table 6.8), while the variation of the alkylation reagents was performed with 4-trifluoromethylbenzaldehyde and p-toluenesulfonamide (Table 6.9). All compounds were analyzed by ES-MS and analytical HPLC. 

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