Department of Chemistry and Chemical Biology, Northeastern University, 102 Hurtig Hall, 360 Huntington Avenue, Boston, MA, 02115, USA.
Department of Pharmaceutical Sciences, Northeastern University, 102 Hurtig Hall, 360 Huntington Avenue, Boston, MA, 02115, USA.
Chem Asian J. 2019 Jan 4;14(1):6-30. doi: 10.1002/asia.201801237. Epub 2018 Nov 2.
The development of ecofriendly methods for carbon-carbon (C-C) and carbon-heteroatom (C-Het) bond formation is of great significance in modern-day research. Metal-free cross-dehydrogenative coupling (CDC) has emerged as an important tool for organic and medicinal chemists as a means to form C-C and C-Het bonds, as it is atom economical and more efficient and greener than transition-metal catalyzed CDC reactions. Molecular iodine (I ) is recognized as an inexpensive, environmentally benign, and easy-to-handle catalyst or reagent to pursue CDCs under mild reaction conditions, with good regioselectivities and broad substrate compatibility. This review presents the recent developments of I -catalyzed C-C, C-N, C-O, and C-S/C-Se bond-forming reactions for the synthesis of various important organic molecules by cross-dehydrogenative coupling.
开发环保的碳-碳(C-C)和碳杂原子(C-Het)键形成方法在现代研究中具有重要意义。无金属交叉脱氢偶联(CDC)作为一种形成 C-C 和 C-Het 键的方法,已成为有机和药物化学家的重要工具,因为它具有原子经济性,比过渡金属催化的 CDC 反应更高效、更绿色。分子碘(I )被认为是一种廉价、环境友好且易于处理的催化剂或试剂,可在温和的反应条件下进行 CDC,具有良好的区域选择性和广泛的底物兼容性。本综述介绍了 I 催化的 C-C、C-N、C-O 和 C-S/C-Se 键形成反应的最新进展,这些反应通过交叉脱氢偶联合成了各种重要的有机分子。