Atherton-Todd reaction: mechanism, scope and applications.
Atherton-Todd reaction: mechanism, scope and applications.
复制标题
DOI：
10.3762/bjoc.10.117
复制
发表时间：
2014
影响因子：
2.7
通讯作者：
Jaffrès PA
中科院分区：
文献类型：
--
作者：
Le Corre SS;Berchel M;Couthon-Gourvès H;Haelters JP;Jaffrès PA
最初，Atherton-Todd（AT）反应被应用于通过使亚磷酸二烷基酯与伯胺在四氯化碳存在下反应来合成氨基磷酸酯。这些反应条件随后进行了修改，旨在优化它们，并将反应扩展到不同的亲核试剂。这种反应的机制在过去几年中引发了有争议的报道，并得到了充分的讨论。我们还介绍了AT反应的范围。最后，我们研究了AT反应的示例性应用，其中主要涉及三个主题。首先，我们讨论了活化的苯酚基团作为磷酸盐，允许随后的转换，如交叉偶联和还原。接下来，我们研究AT反应应用于生产阻燃化合物。在最后一节中，我们研究了AT反应用于生产用于生物应用的化合物的用途。所选的例子说明Atherton-Todd反应的应用，主要涵盖过去15年。
Initially, the Atherton–Todd (AT) reaction was applied for the synthesis of phosphoramidates by reacting dialkyl phosphite with a primary amine in the presence of carbon tetrachloride. These reaction conditions were subsequently modified with the aim to optimize them and the reaction was extended to different nucleophiles. The mechanism of this reaction led to controversial reports over the past years and is adequately discussed. We also present the scope of the AT reaction. Finally, we investigate the AT reaction by means of exemplary applications, which mainly concern three topics. First, we discuss the activation of a phenol group as a phosphate which allows for subsequent transformations such as cross coupling and reduction. Next, we examine the AT reaction applied to produce fire retardant compounds. In the last section, we investigate the use of the AT reaction for the production of compounds employed for biological applications. The selected examples to illustrate the applications of the Atherton–Todd reaction mainly cover the past 15 years.
登录
查看更多内容
镍催化芳基磷酸酯与芳基硼酸的交叉偶联
影响因子：
3.6
作者：
Chen, Hu;Huang, Zhongbin;Cheng, Chien-Hong
通讯作者：
Cheng, Chien-Hong
影响因子：
3.6
作者：
Cai, Qian;He, Gang;Ma, Dawei
通讯作者：
Ma, Dawei
基于金鸡纳生物碱的磷酰胺催化未保护的 3-取代羟吲哚与硝基烯烃的高度对映选择性迈克尔加成
影响因子：
8.4
作者：
Ding, Miao;Zhou, Feng;Zhou, Jian
通讯作者：
Zhou, Jian
影响因子：
2.8
作者：
Berchel, Mathieu;Haelters, Jean-Pierre;Jaffres, Paul-Alain
通讯作者：
Jaffres, Paul-Alain
影响因子：
1.7
作者：
Bondarenko, N. A.;Kharlamov, A. V.;Vendilo, A. G.
通讯作者：
Vendilo, A. G.