Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
Org Biomol Chem. 2011 Jul 7;9(13):4977-82. doi: 10.1039/c1ob05328k. Epub 2011 May 20.
N-N bond cleavage in hydrazines is widely used in the preparation of amines and thus occupies a significant place in organic synthesis. In this paper, we report a new method for the reductive cleavage of N-N bonds in hydrazines by commercially available and cheap aqueous titanium(III) trichloride. The reaction proceeds smoothly under a broad pH range from acidic to neutral and basic conditions to afford amines in good yields. This method is compatible with substrates containing functionalities such as C-C double bonds, benzyl-nitrogen bonds, benzyloxy and acyl groups.
腙中 N-N 键的断裂在胺类化合物的制备中被广泛应用，因此在有机合成中占有重要地位。在本文中，我们报道了一种新的方法，使用市售且廉价的三氯化钛（III）水溶液还原断裂腙中的 N-N 键。该反应在很宽的 pH 值范围（从酸性到中性和碱性条件）下都能顺利进行，以高产率得到胺类化合物。该方法对含有 C-C 双键、苄基氮键、苄氧基和酰基等官能团的底物具有兼容性。
