Synthesis of N -Alkenylated Heterocycles via T 3 P-Promoted Condensation with Ketones.
Lorenzo Jacopo Ilic BalestriJulia BeveridgeJohan GisingLuke R OdellPublished in: The Journal of organic chemistry (2024)
Herein, we describe a convenient protocol for the synthesis of N -alkenylated heterocycles using abundant ketone electrophiles and T 3 P as a water scavenger under microwave irradiation. The method can be applied to a diverse range of NH -heterocycles and ketones with good to excellent yields (up to 94%). This procedure is particularly attractive, as it is metal- and base-free, tolerates a variety of functional groups, and offers ease of product purification. The utility of the protocol was exemplified by synthesizing pharmaceutically relevant scaffolds containing the N -alkenyl motif and was further extended to a one-pot reductive amination sequence.