Iron-Catalyzed Sustainable Synthesis of Pyrrole

被引：101

作者：

Emayavaramban, Balakumar ^{[1
]}

Sen, Malay ^{[1
]}

Sundararaju, Basker ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Fine Chem Lab, Kanpur 208016, Uttar Pradesh, India

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 01期

关键词：

N-SUBSTITUTED PYRROLES; BORROWING HYDROGEN; METAL CATALYSIS; PINCER COMPLEXES; PRIMARY AMINES; C-ALKYLATION; LEWIS-ACID; ALCOHOLS; DEHYDROGENATION; AMINATION;

D O I：

10.1021/acs.orglett.6b02819

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient, sustainable, highly regiospecific substituted pyrroles were synthesized using a well-defined, air stable, molecular iron(0) complex. The developed methodology is broadly applicable and tolerates a variety of functional groups. C-2, C-3, and C-2 & C-4 substituted pyrroles were synthesized in good yield. Symmetrical bis-pyrroles were accessible for the first time using an iron catalyst. On the basis of the experimental observation, we propose that the reaction proceeds through a hydrogen autotransfer process followed by second oxidation/intramolecular dehydrative condensation to provide the pyrrole.

引用

页码：6 / 9

页数：4

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