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Palladium-catalyzed Suzuki-Miyaura cross-coupling of N-mesylamides by N—C cleavage : electronic effect of the mesyl group.
Autorzy
Rok wydania
2017
Czasopismo
Numer woluminu
19
Strony
1434-1437
DOI
10.1021/acs.orglett.7b00373
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
A general Pd-catalyzed Suzuki-Miyaura cross-coupling of N-mesylamides with arylboronic acids by selective N-C cleavage has been developed. The presented results represent the first example of a transition-metal-catalyzed cross-coupling of amides activated by an atom-economic, cheap, and benign mesyl group. The reaction delivers arylated products featuring a range of useful functional groups by chemoselective cleavage of the amide N-C bond with high efficiency. Both the scope and the origin of high selectivity are discussed. A beneficial effect of the N-mesyl substituent on the bond activation in acyclic amides is presented.
Adres publiczny
http://dx.doi.org/10.1021/acs.orglett.7b00373
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