Iron-mediated deuterium addition cascade cyano insertion/cyclization of N-arylacrylamides to access deuterium-labelled phenanthridines
Deuterated molecules feature important biological activities and pharmacokinetic properties for the design of pharmaceuticals. Radical cyclization cascades involving the deuteration of alkenes to form heterocyclic compounds have rarely been reported. Herein, a deuterium addition cascade cyano insert...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2020-08, Vol.18 (31), p.6126-6133 |
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| container_issue | 31 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Ji, Lei Gu, Weijin Liu, Ping Sun, Peipei |
| description | Deuterated molecules feature important biological activities and pharmacokinetic properties for the design of pharmaceuticals. Radical cyclization cascades involving the deuteration of alkenes to form heterocyclic compounds have rarely been reported. Herein, a deuterium addition cascade cyano insertion/cyclization of N-arylacrylamides to synthesize deuterated phenanthridines is described. Cheap Fe(NO3)3·9H2O enables the generation of a deuterium radical from NaBD4in situ. These reactions proceed under mild conditions in a short time and a variety of functional groups are well tolerated. |
| doi_str_mv | 10.1039/d0ob01178a |
| format | Article |
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| ispartof | Organic & biomolecular chemistry, 2020-08, Vol.18 (31), p.6126-6133 |
| issn | 1477-0520 1477-0539 |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alkenes Biological properties Deuteration Deuterium Functional groups Heterocyclic compounds Insertion Iron Pharmacokinetics |
| title | Iron-mediated deuterium addition cascade cyano insertion/cyclization of N-arylacrylamides to access deuterium-labelled phenanthridines |
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