کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5275534 | 1385536 | 2007 | 5 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Efficient, solventless N-Boc protection of amines carried out at room temperature using sulfamic acid as recyclable catalyst Efficient, solventless N-Boc protection of amines carried out at room temperature using sulfamic acid as recyclable catalyst](/preview/png/5275534.png)
A simple, rapid, and efficient protocol for the chemoselective N-Boc protection of amines using sulfamic acid as catalyst is described. N-Boc protection of various structurally diverse aliphatic, aromatic, alicyclic, and heterocyclic amines (1°, 2°, 3°) was carried out with (Boc)2O using sulfamic acid as catalyst (5 mol %) at room temperature under solventless conditions. The advantages of this method are simplicity, shorter reaction times (1-15 min), a cost-effective catalyst, and excellent isolated yields (90-100%); it is also environmentally benign. Moreover, the combined use of ultrasound and sulfamic acid achieves a synergic effect that is especially marked in the N-Boc protection of deactivated (sterically hindered and electron-deficient) amines. The catalyst possesses distinct advantages: ease of handling, cleaner reactions, high activity, and excellent chemoselectivity.
Journal: Tetrahedron Letters - Volume 48, Issue 47, 19 November 2007, Pages 8318-8322