Solid phase synthesis of benzimidazolones
1998; Elsevier BV; Volume: 39; Issue: 3-4 Linguagem: Inglês
10.1016/s0040-4039(97)10518-4
ISSN1873-3581
Autores Tópico(s)Chemical Synthesis and Reactions
ResumoAn efficient solid phase synthesis of benzimidazol-2-one-5 carboxylic acid is described. Polymer bound o-fluoronitroaromatic compound 2 was treated with an amine to give o-nitroaniline derivative 3. Reduction of 3 with SnCl2 followed by cyclization with DSC gave the benzimidazolone 5. Reaction with NaH and an alkyl bromide followed by cleavage with TFA gave 7. A library of 13 benzimidazolones has been prepared in three steps in 90–100 % crude yield and 91–95 % purity.
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