Pharmaceutical-Oriented Selective Synthesis of Mononitriles and Dinitriles Directly from Methyl(hetero)arenes: Access to Chiral Nitriles and Citalopram
详细信息 查看全文
- 作者：Jie Liu ; Hong-Xing Zheng ; Chuan-Zhi Yao ; Bing-Feng Sun ; Yan-Biao Kang
- 刊名：Journal of the American Chemical Society
- 出版年：2016
- 出版时间：March 16, 2016
- 年：2016
- 卷：138
- 期：10
- 页码：3294-3297
- 全文大小：377K
- ISSN：1520-5126
文摘
A pharmaceutical-oriented, transition-metal-free, cyanide-free one-step direct transformation of methylarenes to aryl nitriles is described. For the dimethylarenes, the selectivity can be well-controlled to form mononitriles or dinitriles. Enantioenriched nitriles can also be synthesized by this method. As a pharmaceutically practical method, the antidepressant drug citalopram was synthesized from cheap and commercially abundant m-xylene on a gram scale in high yield, avoiding transition-metal residues and toxic cyanides.