Application of an almost traceless linker in the synthesis of 2-alkylthiobenzimidazole combinatorial libraries
@article{Slade2004ApplicationOA, title={Application of an almost traceless linker in the synthesis of 2-alkylthiobenzimidazole combinatorial libraries}, author={Rachel M. Slade and Ma Phillips and Joel G. Berger}, journal={Molecular Diversity}, year={2004}, volume={4}, pages={215-219} }
Resin-bound triphenylphosphine was coupledto 4-fluoro-3-nitrobenzyl bromide, and2-alkylthiobenzimidazoles were synthesized onresin in 4 steps using standard chemistries. Cleavage of the compounds from the resin wasachieved with 10% NaOH in MeOH to leave amethyl group at the attachment point. A totalof 47 amines and 40 electrophiles wereevaluated, defining the scope of the reactions,culminating in the synthesis of an 80-membertest library of high purity as determined by HPLC.
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References
SHOWING 1-8 OF 8 REFERENCES
SOLID PHASE SYNTHESIS OF 3,4-DISUBSTITUTED-7-CARBAMOYL-1,2,3,4-TETRAHYDROQUINOXALIN-2-ONES
- Chemistry
- 1997
The solid phase synthesis of 3,4-disubstituted-7-carbamoyl-1,2,3,4-tetrahydroquinoxalin-2-ones 8 is described. 4-Fluoro-3-nitrobenzoic acid is tethered to a solid support via the acid group. Aromatic…
SNAr-Based Macrocyclization: An Application to the Synthesis of Vancomycin Family Models
- Chemistry
- 1994
The first examples of macrocyclization using the intramol. SNAr reaction are reported. The method has allowed the efficient prepn. of the elusive 16-membered macrocyclic COD and DOE rings related to…
Application of polymer-bound phosphonium salts as traceless supports for solid phase synthesis
- Chemistry
- 1996
Solid phase synthesis of benzimidazolones Solid phase synthesis of benzimidazoles
- Tetrahedron Lett. Tetrahedron Lett
- 1998
An application to the synthesis of vancomycin family models , J
- Org. Chem., 59
- 1994