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N-methylamino pyrimidyl amides (MAPA): highly reactive, electronically-activated amides in catalytic N—C(O) cleavage.
Autorzy
Rok wydania
2017
Czasopismo
Numer woluminu
19
Strony
4656-4659
DOI
10.1021/acs.orglett.7b02288
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Despite recent progress in catalytic cross-coupling technologies, the direct activation of N-alkyl-N-aryl amides has been a challenging transformation. Here, we report the first Suzuki cross-coupling of N-methylamino pyrimidyl amides (MAPA) enabled by the controlled nN → πAr conjugation and the resulting remodeling of the partial double bond character of the amide bond. The new mode of amide activation is suitable for generating acyl-metal intermediates from unactivated primary and secondary amides.
Adres publiczny
http://dx.doi.org/10.1021/acs.orglett.7b02288
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