A sustainable catalytic pyrrole synthesis
A sustainable catalytic pyrrole synthesis
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DOI：
10.1038/nchem.1547
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发表时间：
2013-02-01
期刊：
影响因子：
21.8
通讯作者：
Kempe, Rhett
中科院分区：
文献类型：
--
作者：
Michlik, Stefan;Kempe, Rhett
吡咯杂环是一种重要的化学结构，广泛存在于天然产物、药物、催化剂和先进材料中。在这里，我们介绍了一种可持续的铱催化吡咯合成，其中仲醇和氨基醇被脱氧，并通过形成C-N和C-C键选择性地连接。在反应过程中消除了两当量的氢气，并且完全基于可再生资源的醇可以用作起始材料。催化合成方案容许多种官能团，其包括烯烃、氯化物、溴化物、有机金属部分、胺和羟基。我们开发了一种在温和条件下有效运行的催化剂。
The pyrrole heterocycle is a prominent chemical motif and is found widely in natural products, drugs, catalysts and advanced materials. Here we introduce a sustainable iridium-catalysed pyrrole synthesis in which secondary alcohols and amino alcohols are deoxygenated and linked selectively via the formation of C-N and C-C bonds. Two equivalents of hydrogen gas are eliminated in the course of the reaction, and alcohols based entirely on renewable resources can be used as starting materials. The catalytic synthesis protocol tolerates a large variety of functional groups, which includes olefins, chlorides, bromides, organometallic moieties, amines and hydroxyl groups. We have developed a catalyst that operates efficiently under mild conditions.