| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5220089 | Tetrahedron | 2012 | 11 Pages |
Abstract
An efficient copper-mediated C-N coupling reaction between various aryl halides and azido compounds to produce the corresponding aromatic primary amines was established. The present amination is apparently involved in both the reduction of an azido functionality to the corresponding primary amino group and its cross-coupling reaction with aryl halides in a one-pot manner. The present amination could be applied to the synthesis of procaine, a local anesthetic drug. A mechanistic study indicated that 2-aminoethanol could work as a major hydrogen donor and the reaction would proceed without the formation of the intermediary aryl azide.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Toshihide Maejima, Yutaka Shimoda, Kei Nozaki, Shigeki Mori, Yoshinari Sawama, Yasunari Monguchi, Hironao Sajiki,