通过叠氮化物的保护利用格氏反应合成1,2,3-三唑。

Namioka Rina, Suzuki Minori, Yoshida Suguru

Department of Biological Science and Technology, Faculty of Advanced Engineering, Tokyo University of Science, Tokyo, Japan.

Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU), Tokyo, Japan.

Front Chem. 2023 Jul 31;11:1237878. doi: 10.3389/fchem.2023.1237878. eCollection 2023.

An efficient method to prepare organomagnesium intermediates having a protected azido group is reported. Protection of azido groups with di-(-butyl)(4-(dimethylamino)phenylphosphine (amphos) and following iodine-magnesium exchange realized the preparation of organomagnesium intermediates, which served in the synthesis of diverse azides by transformation with various electrophiles followed by deprotection with elemental sulfur. Furthermore, click reactions of azides with alkynes enabled synthesizing a wide variety of 1,2,3-triazoles.

报道了一种制备具有受保护叠氮基的有机镁中间体的有效方法。用二（叔丁基）（4-（二甲氨基）苯基）膦（amphos）保护叠氮基，随后进行碘-镁交换，实现了有机镁中间体的制备，该中间体通过与各种亲电试剂反应转化，然后用元素硫脱保护，用于合成多种叠氮化物。此外，叠氮化物与炔烃的点击反应能够合成各种各样的1,2,3-三唑。