Ye, Juntao published the artcileDirect α-alkylation of primary aliphatic amines enabled by CO2 and electrostatics, Recommanded Product: 4,4-Diethoxybutan-1-amine, the publication is Nature Chemistry (2018), 10(10), 1037-1041, database is CAplus and MEDLINE.
Primary aliphatic amines are important building blocks in organic synthesis due to the presence of a synthetically versatile NH2 group. N-functionalization of primary amines is well established, but selective C-functionalization of unprotected primary amines remains challenging. Here, we report the use of CO2 as an activator for the direct transformation of abundant primary aliphatic amines into valuable γ-lactams under photoredox and hydrogen atom transfer (HAT) catalysis. Exptl. and computational studies suggest that CO2 not only inhibits undesired N-alkylation of primary amines, but also promotes selective intermol. HAT by an electrostatically accelerated interaction between the in situ-generated neg. charged carbamate and the pos. charged quinuclidinium radical. This electrostatic attraction overwhelms the inherent bond dissociation energies which suggest that HAT should occur unselectively. We anticipate that our findings will open up new avenues for amine functionalizations as well as selectivity control in HAT reactions.
Nature Chemistry published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C15H24BNO3, Recommanded Product: 4,4-Diethoxybutan-1-amine.
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