Lehrstuhl Anorganische Chemie II, Universität Bayreuth, 95440 Bayreuth, Germany.
Nat Chem. 2013 Feb;5(2):140-4. doi: 10.1038/nchem.1547. Epub 2013 Jan 20.
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.
吡咯杂环是一种重要的化学结构单元,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方法,其中仲醇和氨基醇通过 C-N 和 C-C 键的形成选择性地脱氧和连接。反应过程中消除了两个当量的氢气,并且可以使用完全基于可再生资源的醇作为起始原料。该催化合成方案可耐受多种官能团,包括烯烃、氯化物、溴化物、有机金属部分、胺和羟基。我们已经开发出一种在温和条件下高效运行的催化剂。