College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. China.
Org Biomol Chem. 2019 Sep 7;17(33):7684-7688. doi: 10.1039/c9ob01547g. Epub 2019 Aug 8.
A simple, mild and practical process for the direct conversion of nitriles to cyanamides was newly discovered and exhibited a wide substrate scope as well as great functional group-tolerability (36 examples). In this efficient strategy, the in situ generated amidoximes obtained from the reaction of nitriles with hydroxylamine subsequently underwent Tiemann rearrangement, producing the corresponding cyanamides with great isolated yields under SOF. Additionally, the control experiments reportedly shed light on the tentative mechanism involved in the formation and elimination of the key intermediate: a sulfonyl ester.
一种简单、温和且实用的腈直接转化为氰酰胺的方法被新发现，具有广泛的底物适用性和良好的官能团耐受性（36 个实例）。在这种高效策略中，腈与羟胺反应原位生成的偕肟随后经历蒂曼重排，在 SOF 下以高分离收率得到相应的氰酰胺。此外，据报道，对照实验阐明了形成和消除关键中间体：砜酯的可能机制。
