pH-Mediated Selective Synthesis of N-Allylic Alkylation or N-Alkylation Amines with Allylic Alcohols via an Iridium Catalyst in Water
pH-Mediated Selective Synthesis of N-Allylic Alkylation or N-Alkylation Amines with Allylic Alcohols via an Iridium Catalyst in Water
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DOI：
10.1021/acs.joc.1c01930
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发表时间：
2021-10-13
影响因子：
3.6
通讯作者：
Luo，Renshi
中科院分区：
文献类型：
--
作者：
Luo，Nianhua;Zhong，Yuhong;Luo，Renshi
烯丙醇胺化反应是合成N-烯丙基烷基化或N-烷基化胺的有效途径。最近，一系列的催化剂被设计来推动这一转变。然而，目前的合成方法通常限于通过某种催化剂实现N-烯丙基烷基化或N-烷基化产物。本文以水为环境友好溶剂，在铱催化剂作用下，以烯丙醇为原料，在pH调节下选择性合成N-烯丙基烷基化或N-烷基化胺，实现了N-烯丙基烷基化和N-烷基化产物的高产率合成。此外，低催化剂负载量的克级实验提供了获得抗真菌药物萘替芬合成的独特入口的可能性。
Amination of allylic alcohols is an effective approach in the facile synthesis ofN-allylic alkylation orN-alkylation amines. Recently, a series of catalysts were devised to push forward this transformation. However, current synthetic methods are typically limited to achieve eitherN-allylic alkylation orN-alkylation products via a certain catalyst. In this article, a pH-mediated selective synthesis ofN-allylic alkylation orN-alkylation amines with allylic alcohols via an iridium catalyst with water as the environmental benign solvent is revealed, enabling the miscellaneous synthesis ofN-allylic alkylation andN-alkylation products in outstanding yields. Furthermore, a gram-scale experiment with low catalyst loading offers the potential to access a distinct entry for the synthesis of the antifungal drug naftifine.