Facile Synthesis of Carbamoyl Fluorides via N-Carbamoylimidazole Activation DOI Creative Commons
A. Meden, Damijan Knez, Stanislav Gobec

и другие.

ACS Omega, Год журнала: 2025, Номер 10(7), С. 6908 - 6917

Опубликована: Фев. 14, 2025

The untapped potential of carbamoyl fluorides for various chemico/biological applications is hampered by the scarcity straightforward and benign methods their synthesis. In this report, we disclose a novel mild three-step procedure that avoids exotic, corrosive, highly toxic reagents. Briefly, commercially available secondary amines are carbamoylated with 1,1′-carbonyldiimidazole, followed alkylation to improve nucleofugality, exchange inorganic KF. This works on gram scale without chromatographic purification. It however limited basic, sterically unhindered alkylation-prone functional groups.

Язык: Английский

Facile Synthesis of Carbamoyl Fluorides via N-Carbamoylimidazole Activation DOI Creative Commons
A. Meden, Damijan Knez, Stanislav Gobec

и другие.

ACS Omega, Год журнала: 2025, Номер 10(7), С. 6908 - 6917

Опубликована: Фев. 14, 2025

The untapped potential of carbamoyl fluorides for various chemico/biological applications is hampered by the scarcity straightforward and benign methods their synthesis. In this report, we disclose a novel mild three-step procedure that avoids exotic, corrosive, highly toxic reagents. Briefly, commercially available secondary amines are carbamoylated with 1,1′-carbonyldiimidazole, followed alkylation to improve nucleofugality, exchange inorganic KF. This works on gram scale without chromatographic purification. It however limited basic, sterically unhindered alkylation-prone functional groups.

Язык: Английский

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