Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA.
Org Lett. 2012 Dec 7;14(23):5964-7. doi: 10.1021/ol302875x. Epub 2012 Nov 13.
A method for direct, transition-metal-free ortho-arylation of anilines by aryl chlorides, bromides, fluorides, and triflates has been developed. This methodology provides the most direct approach to 2-arylanilines since no protecting or directing groups on nitrogen are required. The arylation is functional-group tolerant, with alkene, ether, trifluoromethyl, dimethylamino, carbonyl, chloro, and cyano functionalities tolerated. Phenylation of enantiopure binaphthyldiamine affords a product with >99% ee.
现已开发出一种无需过渡金属的直接芳基化苯胺的方法，可用于芳基氯化物、溴化物、氟化物和三氟甲磺酸酯。该方法为 2-芳基苯胺提供了最直接的途径，因为氮上不需要保护或导向基团。芳基化反应对官能团具有耐受性，可容忍烯烃、醚、三氟甲基、二甲氨基、羰基、氯和氰基等官能团。对映纯联萘二胺的苯化反应得到的产物具有 >99%的对映体过量。
