色胺
表面改性
卟啉
色胺
化学
吲哚试验
催化作用
组合化学
吲唑
功能群
有机化学
生物化学
物理化学
聚合物
作者
Katharina J. Hock,Anja Knorrscheidt,Renè Hommelsheim,Junming Ho,Martin J. Weissenborn,René M. Koenigs
标识
DOI:10.1002/anie.201813631
摘要
Abstract The functionalization of C−H bonds with non‐precious metal catalysts is an important research area for the development of efficient and sustainable processes. Herein, we describe the development of iron porphyrin catalyzed reactions of diazoacetonitrile with N‐heterocycles yielding important precursors of tryptamines, along with experimental mechanistic studies and proof‐of‐concept studies of an enzymatic process with YfeX enzyme. By using readily available FeTPPCl, we achieved the highly efficient C−H functionalization of indole and indazole heterocycles. These transformations feature mild reaction conditions, excellent yields with broad functional group tolerance, can be conducted on gram scale, and thus provide a unique streamlined access to tryptamines.
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