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钯催化甲酸作为 CO 源对芳基碘的甲酰化反应。

Palladium-Catalyzed Formylation of Aryl Iodides with HCOOH as CO Source.

机构信息

Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Shanghai 201203, P. R. China.

University of Chinese Academy of Sciences , Beijing 100049, P. R. China.

出版信息

Org Lett. 2017 Aug 18;19(16):4235-4238. doi: 10.1021/acs.orglett.7b01882. Epub 2017 Aug 7.

DOI:10.1021/acs.orglett.7b01882
PMID:28782963
Abstract

A facile and practical method for the synthesis of aromatic aldehydes by palladium-catalyzed reductive carbonylation starting from aryl iodides and HCOOH is described. Compared to the known formylation procedure, HCOOH serves not only as the most convenient and environmental-friendly C1 source but also as the reviving agent in the reductive elimination process of a Pd-catalyst. Furthermore, this procedure is also applied successfully to the modification of natural products, such as vindoline, tabersonin, and vincamine, to obtain the corresponding products in good yields.

摘要

本文描述了一种从芳基碘化物和 HCOOH 出发,通过钯催化还原羰基化反应合成芳醛的简便实用方法。与已知的甲酰化方法相比,HCOOH 不仅是最方便和环保的 C1 源,而且还是 Pd 催化剂还原消除过程中的还原剂。此外,该方法还成功应用于天然产物的修饰,如文多灵、塔伯醇宁和长春胺,以良好的收率得到相应的产物。

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