Leveraging Zn(II) Catalyst: Synthesis of Amidoquinolines via (3 + 3) Heteroannulation of Aromatic Amines and Ynamides

Herein,
we present a Zn­(II)-catalyzed (3 + 3) heteroannulation
reaction between aromatic amines and 1,3-diynamides for the synthesis
of amidoquinolines. A large number of aromatic amines are well tolerated,
furnishing quinoline derivatives in up to excellent yield. Notably,
various reactive functional groups have survived under the optimal
reaction conditions, highlighting the mildness of the developed protocol.
In addition, amines derived from bioactive molecules show modest reactivity.

本文报道了一种锌(II)（Zn(II)）催化的芳香胺（aromatic amines）与1,3-二炔酰胺（1,3-diynamides）之间的(3+3)杂环化反应（(3 + 3) heteroannulation），用于合成酰胺基喹啉（amidoquinolines）。该方法对大量芳香胺类底物具有良好的兼容性，可得到喹啉衍生物，最高收率可达优异水平。值得注意的是，多种活性官能团在最优反应条件下均得以保留，凸显了本研究所开发合成方法的温和性。此外，源自生物活性分子的胺类底物展现出适度的反应活性。