Formation of N-sulfonyl imines from iminoiodinanes by iodine-promoted, N-centered radical sulfonamidation of aldehydes
A mild and operationally convenient formation of synthetically valuable N-sulfonyl imines from a range of aryl aldehydes by reaction with iminoiodinanes (PhI[double bond, length as m-dash]NZ) and I has been developed. According to mechanistic experiments described within, the reaction is speculated...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2017, Vol.15 (43), p.9209-9216 |
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| container_issue | 43 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Hopkins, Megan D Scott, Kristina A DeMier, Brettany C Morgan, Heather R Macgruder, Jesse A Lamar, Angus A |
| description | A mild and operationally convenient formation of synthetically valuable N-sulfonyl imines from a range of aryl aldehydes by reaction with iminoiodinanes (PhI[double bond, length as m-dash]NZ) and I
has been developed. According to mechanistic experiments described within, the reaction is speculated to proceed through an unconventional light-promoted, N-centered radical (NCR) pathway involving a N,N-diiodosulfonamide reactive species. This method not only provides a new pathway toward the production of activated imines, but also serves as an example of a non-traditional means of carbonyl activation via an NCR species. |
| doi_str_mv | 10.1039/c7ob02120h |
| format | Article |
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has been developed. According to mechanistic experiments described within, the reaction is speculated to proceed through an unconventional light-promoted, N-centered radical (NCR) pathway involving a N,N-diiodosulfonamide reactive species. This method not only provides a new pathway toward the production of activated imines, but also serves as an example of a non-traditional means of carbonyl activation via an NCR species.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>29077125</pmid><doi>10.1039/c7ob02120h</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-2962-0137</orcidid></addata></record> |
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| ispartof | Organic & biomolecular chemistry, 2017, Vol.15 (43), p.9209-9216 |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Aldehydes Aromatic compounds Carbonyls Imines Iodine |
| title | Formation of N-sulfonyl imines from iminoiodinanes by iodine-promoted, N-centered radical sulfonamidation of aldehydes |
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