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Base-Mediated Amination of Alcohols Using Amidines.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-05-26 , DOI: 10.1021/acs.joc.0c00281 Chunyan Zhang , Zehua Li , Jianbin Chen 1 , Shuo Qi , Yanchen Fang , Sheng Zhang , Chaoyu Ren , Fenghong Lu , Zuyu Liang , Shaohua Jiang 2 , Xiaofei Jia , Shuangming Yu , Guoying Zhang
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-05-26 , DOI: 10.1021/acs.joc.0c00281 Chunyan Zhang , Zehua Li , Jianbin Chen 1 , Shuo Qi , Yanchen Fang , Sheng Zhang , Chaoyu Ren , Fenghong Lu , Zuyu Liang , Shaohua Jiang 2 , Xiaofei Jia , Shuangming Yu , Guoying Zhang
Affiliation
Novel and efficient base-mediated N-alkylation and amidation of amidines with alcohols have been developed, which can be carried out in one-pot reaction conditions, which allows for the synthesis of a wide range of N-alkyl amines and free amides in good to excellent yields with high atom economy. In contrast to borrowing hydrogen/hydrogen autotransfer or oxidative-type N-alkylation reactions, in which alcohols are activated by transition-metal-catalyzed or oxidative aerobic dehydrogenation, the use of amidines provides an effective surrogate of amines. This circumvents the inherent necessity in N-alkylation of an oxidant or a catalyst to be stabilized by ligands.
中文翻译:
使用Am的碱介导的醇胺化。
已经开发出新颖且有效的碱介导的alcohol基N-烷基化和of与醇的酰胺化反应,该反应可以在一锅法反应条件下进行,从而可以很好地合成各种N-烷基胺和游离酰胺。在高原子经济的情况下达到出色的产量。与借用氢/氢自转移或氧化型N-烷基化反应(其中醇通过过渡金属催化的或氧化的有氧脱氢作用而活化)相反,使用am提供了胺的有效替代。这避免了氧化剂或催化剂被配体稳定化的N-烷基化的内在必要性。
更新日期:2020-06-19
中文翻译:
使用Am的碱介导的醇胺化。
已经开发出新颖且有效的碱介导的alcohol基N-烷基化和of与醇的酰胺化反应,该反应可以在一锅法反应条件下进行,从而可以很好地合成各种N-烷基胺和游离酰胺。在高原子经济的情况下达到出色的产量。与借用氢/氢自转移或氧化型N-烷基化反应(其中醇通过过渡金属催化的或氧化的有氧脱氢作用而活化)相反,使用am提供了胺的有效替代。这避免了氧化剂或催化剂被配体稳定化的N-烷基化的内在必要性。