Direct Synthesis of Pyrroles via Heterogeneous Catalytic Condensation of Anilines with Bioderived Furans

Direct Synthesis of Pyrroles via Heterogeneous Catalytic Condensation of Anilines with Bioderived Furans
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苯胺与生物呋喃多相催化缩合直接合成吡咯

DOI:
10.1021/acscatal.6b02953
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发表时间:
2017-02-01
期刊:
影响因子:
12.9
通讯作者:
Cao, Yong
Cao, Yong
中科院分区:
化学1区
文献类型:
--
作者:
Tao, Lei;Wang, Zi-Jian;Cao, Yong

文献摘要

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鉴于吡咯在农业、制药、超分子化学和材料化学中的广泛应用,一种温和、环保的途径从生物来源的原料中生产功能化吡咯是非常需要的。本文描述了一种简单高效的固体酸H型沸石Y催化剂,通过等摩尔量的结构多样的苯胺与生物基呋喃直接缩合合成吡咯的温和而方便的方法。该方案适用于各种各样的官能团,并为各种n取代吡咯化合物的大规模合成提供了一种通用和通用的方法。最重要的是,通过这种方法可以获得生物活性的吡咯衍生药物pyrvinium,这种药物最近被证实对治疗结肠癌非常有效。
Given the wide applications of pyrroles in agriculture, pharmaceuticals, and supramolecular and materials chemistry, a mild and eco-friendly route to produce functionalized pyrroles from bioderived feedstocks is highly desirable. Described herein is a mild and convenient synthesis of pyrroles via direct condensation of an equimolar amount of structurally diverse anilines with biobased furans catalyzed by a simple and efficient solid acid H form zeolite Y catalyst. The protocol tolerates a large variety of functional groups and offers a general and versatile method for scale-up synthesis of a variety of N-substituted pyrrole compounds. Most importantly, the bioactive pyrrole-derived drug pyrvinium, which has lately been confirmed as highly effective in curing colon cancer, can be obtained by this method.