Copper(I)-Catalyzed Heterocyclization of α‑Acyl-α-alkynyl Ketene Dithioacetals: Synthesis of 3‑Cyanofurans

A new method for the synthesis of 3-cyanofurans via Cu­(I)-catalyzed heterocyclization of α-acyl-α-alkynyl ketene dithioacetals in the presence of ammonium acetate has been developed. The procedure generates the cyano moiety in situ with ammonium acetate as the nitrogen source. Based upon experimental observations, a plausible reaction mechanism is proposed.

本研究开发了一种全新合成策略：在乙酸铵存在的条件下，通过一价铜（Cu(I)）催化α-酰基-α-炔基烯二硫缩醛的杂环化反应，制备3-氰基呋喃（3-cyanofurans）。该反应以乙酸铵作为氮源，原位生成氰基单元。基于实验观测结果，本文提出了一条合理的反应机理。