100719-18-4Relevant academic research and scientific papers
N-(1-Acylaminoalkyl)amidinium salts derived from DBU or related bases as reactive intermediates in α-amidoalkylation reactions
Pazdzierniok-Holewa, Agnieszka,Adamek, Jakub,Zielinska, Katarzyna,Piernikarczyk, Katarzyna,Mazurkiewicz, Roman
, p. 314 - 329 (2013/09/24)
1-(N -Acylamino)alkyltriphenylphosphonium salts 4, when treated with DBU, DBN or TBD in CD3 CN or MeCN, were transformed immediately into the corresponding 1-(N- acylamino)alkylamidinium or guanidinium salts 5. Salts 5 with a proton at the α-position underwent slow transformation to the corresponding enamides 6. 1-(N- Acylamino)alkyltriphenylphosphonium salts 4, amidinium or guanidinium salts 5, as well as enamides 6 reacted readily with β-dicarbonyl compounds in the presence of corresponding base under microwave irradiation at 60 °C to give the expected product of α-amidoalkylation of the enolate anion. The role of 1-(N-acylamino) alkylamidinium or guanidinium salts 5 as reactive intermediates in α-amidoalkylation with 1-(N-acylamino)alkyltriphenylphosphonium salts is discussed. ARKAT-USA, Inc.
