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Solid phase synthesis of benzimidazolones

โœ Scribed by Guo Ping Wei; Gary B. Phillips

Book ID
104258479
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
179 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

An 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 SnC12 followed by cyclization with DSC gave the benzimidazolone 5. Reaction with Nail 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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