Abstract

Pyrrole is one of the most important one-ring heterocycles because of its widespread presence in natural products and unnatural bioactive compounds and drugs in clinical use. The preparation of pyrroles by reaction between primary amines, β-dicarbonyl compounds, and α-halo ketones, known as the Hantzsch pyrrole synthesis, is reviewed here for the first time. In spite of its age and its named reaction status, this method has received little attention in the literature. Recent work involving the use of non-conventional conditions has rejuvenated this classical reaction and this is emphasized in this review. Some applications of the Hantzsch reaction in target-oriented synthesis are also discussed.

1 Introduction

2 The Conventional Hantzsch Pyrrole Synthesis

3 Hantzsch Pyrrole Synthesis under Non-conventional Conditions

4 Applications of the Hantzsch Pyrrole Synthesis

5 Conclusions

Pyrrole is one of the most important one-ring heterocycles because of its widespread presence in natural products and unnatural bioactive compounds and drugs in clinical use. The preparation of pyrroles by reaction between primary amines, β-dicarbonyl compounds, and α-halo ketones, known as the Hantzsch pyrrole synthesis, is reviewed here for the first time. In spite of its age and its named reaction status, this method has received little attention in the literature. Recent work involving the use of non-conventional conditions has rejuvenated this classical reaction and this is emphasized in this review. Some applications of the Hantzsch reaction in target-oriented synthesis are also discussed.

1 Introduction

2 The Conventional Hantzsch Pyrrole Synthesis

3 Hantzsch Pyrrole Synthesis under Non-conventional Conditions

4 Applications of the Hantzsch Pyrrole Synthesis

5 Conclusions

中文翻译：

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汉茨吡咯合成：非常规的变化和被忽略的经典反应的应用

摘要

吡咯是最重要的单环杂环之一，因为它广泛存在于天然产物以及临床使用的非天然生物活性化合物和药物中。本文首次综述了通过伯胺，β-二羰基化合物和α-卤代酮之间的反应制备吡咯的方法，称为Hantzsch吡咯合成法。尽管该方法已经使用了很长时间，但它的反应状态已被命名，但在文献中却很少受到关注。涉及使用非常规条件的最新工作使这种经典反应焕发了青春，本综述对此进行了强调。还讨论了Hantzsch反应在面向目标的合成中的一些应用。

1引言

2传统的Hantzsch吡咯合成

3非常规条件下的Hantzsch吡咯合成

Hantzsch吡咯合成的4种应用

5。结论

吡咯是最重要的单环杂环之一，因为它广泛存在于天然产物以及临床使用的非天然生物活性化合物和药物中。本文首次综述了通过伯胺，β-二羰基化合物和α-卤代酮之间的反应制备吡咯的方法，称为Hantzsch吡咯合成法。尽管该方法已经使用了很长时间，但它的反应状态已被命名，但在文献中却很少受到关注。涉及使用非常规条件的最新工作使这种经典反应焕发了青春，本综述对此进行了强调。还讨论了Hantzsch反应在面向目标的合成中的一些应用。

1引言

2传统的Hantzsch吡咯合成

3非常规条件下的Hantzsch吡咯合成

Hantzsch吡咯合成的4种应用

5。结论