One-pot multicomponent synthesis of diversely substituted 2-aminopyrroles. A short general synthesis of rigidins A, B, C, and D |
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Authors: | Frolova Liliya V Evdokimov Nikolai M Hayden Kathryn Malik Indranil Rogelj Snezna Kornienko Alexander Magedov Igor V |
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Institution: | Department of Chemistry, New Mexico Institute of Mining and Technology, Socorro, New Mexico 87801, USA. |
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Abstract: | Privileged medicinal scaffolds based on the structures of tetra- and pentasubstituted 2-aminopyrroles were prepared via one-pot multicomponent reactions of structurally diverse aldehydes and N-(aryl-, hetaryl-, alkylsulfonamido)acetophenones with activated methylene compounds. This methodology was used in a four-step synthesis of alkaloids rigidins A, B, C, and D in overall yields of 61%, 58%, 60%, and 53%, respectively. Of these, rigidins B, C, and D were synthesized for the first time. |
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