Zha Gao-Feng, Fang Wan-Yin, Li You-Gui, Leng Jing, Chen Xing, Qin Hua-Li
State Key Laboratory of Silicate Materials for Architectures, and School of Chemistry, Chemical Engineering and Life Sciences , Wuhan University of Technology , 205 Luoshi Road , Wuhan 430070 , P.R. China.
School of Chemistry and Chemical Engineering , Hefei University of Technology , 193 Tunxi Road , Hefei 230009 , P.R. China.
J Am Chem Soc. 2018 Dec 19;140(50):17666-17673. doi: 10.1021/jacs.8b10069. Epub 2018 Dec 11.
Direct synthesis of alkynes from inexpensive, abundant alcohols was achieved in high yields (greater than 40 examples, up to 95% yield) through a SOF-promoted dehydration and dehydrogenation process. This straightforward transformation of sp-sp (C-C) bonds to sp-sp (C≡C) bonds requires only inexpensive and readily available reagents (no transition metals) under mild conditions. The crude alkynes are sufficiently free of impurities to permit direct use in further transformations, as illustrated by regioselective Huisgen alkyne-azide cycloaddition reactions with PhN to give 1,4-substituted 1,2,3-traiazoles (16 examples, up to 92% yield) and Sonogashira couplings (10 examples, up to 77% yield).
通过SOF促进的脱水和脱氢过程，以高收率（超过40个实例，高达95%收率）实现了由廉价、丰富的醇直接合成炔烃。这种将sp-sp（C-C）键直接转化为sp-sp（C≡C）键的转化过程，在温和条件下仅需廉价且易于获得的试剂（无需过渡金属）。粗炔烃的杂质含量足够低，可直接用于进一步转化，如与PhN进行区域选择性的惠斯根炔烃-叠氮环加成反应生成1,4-取代的1,2,3-三唑（16个实例，高达92%收率）以及Sonogashira偶联反应（10个实例，高达77%收率）所示。
