Matches in SemOpenAlex for { <https://semopenalex.org/work/W2969375024> ?p ?o ?g. }
- W2969375024 endingPage "12100" @default.
- W2969375024 startingPage "12091" @default.
- W2969375024 abstract "Transamidation reactions represent a fundamental chemical process involving conversion of one amide functional group into another. Herein, we report a facile, highly chemoselective method for transamidation of N-tert-butoxycarbonylation (N-Boc) activated secondary amides that proceeds under exceedingly mild conditions in the absence of any additives. Because this reaction is performed in the absence of metals, oxidants, or reductants, the reaction tolerates a large number of useful functionalities. The reaction is compatible with diverse amides and nucleophilic amines, affording the transamidation products in excellent yields through direct nucleophilic addition to the amide bond. The utility of this methodology is highlighted in the synthesis of Tigan, a commercial antiemetic, directly from the amide bond. We expect that this new metal-free transamidation will have broad implications for the development of new transformations involving direct nucleophilic addition to the amide bond as a key step." @default.
- W2969375024 created "2019-08-29" @default.
- W2969375024 creator A5032571004 @default.
- W2969375024 creator A5048803225 @default.
- W2969375024 creator A5068601986 @default.
- W2969375024 date "2019-08-20" @default.
- W2969375024 modified "2023-10-14" @default.
- W2969375024 title "Metal-Free Transamidation of Secondary Amides by N–C Cleavage" @default.
- W2969375024 cites W1159743676 @default.
- W2969375024 cites W1582976640 @default.
- W2969375024 cites W1607440177 @default.
- W2969375024 cites W1879564241 @default.
- W2969375024 cites W1927008033 @default.
- W2969375024 cites W1929109117 @default.
- W2969375024 cites W1965345461 @default.
- W2969375024 cites W1966412406 @default.
- W2969375024 cites W1969487950 @default.
- W2969375024 cites W1992033374 @default.
- W2969375024 cites W1993721022 @default.
- W2969375024 cites W2001379731 @default.
- W2969375024 cites W2007593351 @default.
- W2969375024 cites W2031734182 @default.
- W2969375024 cites W2031762952 @default.
- W2969375024 cites W2047413244 @default.
- W2969375024 cites W2054383317 @default.
- W2969375024 cites W2057855830 @default.
- W2969375024 cites W2060846993 @default.
- W2969375024 cites W2068028320 @default.
- W2969375024 cites W2073014781 @default.
- W2969375024 cites W2073495085 @default.
- W2969375024 cites W2136682865 @default.
- W2969375024 cites W2139083301 @default.
- W2969375024 cites W2224494022 @default.
- W2969375024 cites W2284171265 @default.
- W2969375024 cites W2284350290 @default.
- W2969375024 cites W2286942279 @default.
- W2969375024 cites W2313290932 @default.
- W2969375024 cites W2340790754 @default.
- W2969375024 cites W2398305159 @default.
- W2969375024 cites W2411737861 @default.
- W2969375024 cites W2485624952 @default.
- W2969375024 cites W2501047675 @default.
- W2969375024 cites W2523045592 @default.
- W2969375024 cites W2548856390 @default.
- W2969375024 cites W2570055317 @default.
- W2969375024 cites W2605351325 @default.
- W2969375024 cites W2605413397 @default.
- W2969375024 cites W2611737529 @default.
- W2969375024 cites W2725561759 @default.
- W2969375024 cites W2732218143 @default.
- W2969375024 cites W2754696738 @default.
- W2969375024 cites W2756405591 @default.
- W2969375024 cites W2768694856 @default.
- W2969375024 cites W2770913356 @default.
- W2969375024 cites W2771189878 @default.
- W2969375024 cites W2785191358 @default.
- W2969375024 cites W2791017562 @default.
- W2969375024 cites W2793110005 @default.
- W2969375024 cites W2795955478 @default.
- W2969375024 cites W2803501277 @default.
- W2969375024 cites W2807084716 @default.
- W2969375024 cites W2810801308 @default.
- W2969375024 cites W2889127085 @default.
- W2969375024 cites W2889313832 @default.
- W2969375024 cites W2889717451 @default.
- W2969375024 cites W2890354423 @default.
- W2969375024 cites W2890676278 @default.
- W2969375024 cites W2895194229 @default.
- W2969375024 cites W2895382733 @default.
- W2969375024 cites W2897452107 @default.
- W2969375024 cites W2909543600 @default.
- W2969375024 cites W2913705627 @default.
- W2969375024 cites W2938719719 @default.
- W2969375024 cites W2940656534 @default.
- W2969375024 cites W2949556744 @default.
- W2969375024 cites W2950315252 @default.
- W2969375024 cites W2951847314 @default.
- W2969375024 cites W2952354698 @default.
- W2969375024 doi "https://doi.org/10.1021/acs.joc.9b02013" @default.
- W2969375024 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31430149" @default.
- W2969375024 hasPublicationYear "2019" @default.
- W2969375024 type Work @default.
- W2969375024 sameAs 2969375024 @default.
- W2969375024 citedByCount "61" @default.
- W2969375024 countsByYear W29693750242019 @default.
- W2969375024 countsByYear W29693750242020 @default.
- W2969375024 countsByYear W29693750242021 @default.
- W2969375024 countsByYear W29693750242022 @default.
- W2969375024 countsByYear W29693750242023 @default.
- W2969375024 crossrefType "journal-article" @default.
- W2969375024 hasAuthorship W2969375024A5032571004 @default.
- W2969375024 hasAuthorship W2969375024A5048803225 @default.
- W2969375024 hasAuthorship W2969375024A5068601986 @default.
- W2969375024 hasConcept C161790260 @default.
- W2969375024 hasConcept C178790620 @default.
- W2969375024 hasConcept C178907741 @default.
- W2969375024 hasConcept C181199279 @default.
- W2969375024 hasConcept C185592680 @default.