n-vinylation of imidazole and benzimidazole with a paramagnetic vinyl bromide
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ID: 253431
2018
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Abstract
An N-vinylation of imidazole and benzimidazole with a paramagnetic vinyl bromide was investigated. Among the tested procedures, Pd-catalyzed reaction was the most powerful one. The N-vinylation of 2-aminobenzimidazole with a β-bromo-α,β-unsaturated pyrroline nitroxide aldehyde offered 1,1,3,3-tetramethyl-1H-benzimidazo[1,2-a]pyrrolo[3,4-e]pyrimidin-2(3H)-yloxyl radical and the corresponding non-cyclized Schiff base. The reaction of a β-bromo-α,β-unsaturated pyrroline nitroxide aldehyde with imidazole gave β-imidazo-α,β-unsaturated pyrroline nitroxide aldehyde, which was reduced to the alcohol and converted to an unstable allyl chloride.
| Reference Key |
r2018molbankn-vinylation
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|---|---|
| Authors | ;Györgyi Úr;Gergely Gulyás Fekete;Kálmán Hideg;Tamás Kálai |
| Journal | journal of chemical sciences |
| Year | 2018 |
| DOI |
10.3390/M980
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| URL | |
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