Application of an almost traceless linker in the synthesis of 2-alkylthiobenzimidazole combinatorial libraries
Rachel M. Slade, Margo A. Phillips, Joel G. Berger
Resin-bound triphenylphosphine was coupled to 4-fluoro-3-nitrobenzyl bromide, and 2-alkylthiobenzimidazoles were synthesized on resin in 4 steps using standard chemistries. Cleavage of the compounds from the resin was achieved with 10% NaOH in MeOH to leave a methyl group at the attachment point. A total of 47 amines and 40 electrophiles were evaluated, defining the scope of the reactions, culminating in the synthesis of an 80-member test library of high purity as determined by HPLC.
alkylthiobenzimidazole, combinatorial chemistry, phosphonium resin, solid phase synthesis, traceless linker
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