A Sustainable Approach to Synthesize Tetra‐ and Penta‐Substituted Pyrroles Under Three‐Component One‐Pot Synthesis Using Novel Thiourea‐Derived Organocatalysts
{"title":"A Sustainable Approach to Synthesize Tetra‐ and Penta‐Substituted Pyrroles Under Three‐Component One‐Pot Synthesis Using Novel Thiourea‐Derived Organocatalysts","authors":"Rajeev Singh , Naseem Ahmed","doi":"10.1002/ajoc.70414","DOIUrl":null,"url":null,"abstract":"<div><div>An efficient, synthetically challenging tetra‐ and penta‐substituted pyrroles are reported under one‐ pot three‐component reactions using thiourea‐based organocatalysts under mild reaction conditions. This method is noteworthy for its inexpensive catalyst, easy reaction conditions, air atmosphere, excellent yields, and scalability. Generally, these molecules are synthesized under the Paal–Knorr reaction. However, our protocol offers low organocatalyst loading, catalyst recycling, high atom economy, and a wide functional group tolerance, with product yields up to 91%. The plausible mechanism indicates that H‐bonding between the organocatalyst and the starting materials facilitates the intramolecular Michael addition to afford the intermediate, which then leads to highly substituted pyrrole derivatives.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 4","pages":"Article e70414"},"PeriodicalIF":2.7000,"publicationDate":"2026-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580726001054","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/4/29 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An efficient, synthetically challenging tetra‐ and penta‐substituted pyrroles are reported under one‐ pot three‐component reactions using thiourea‐based organocatalysts under mild reaction conditions. This method is noteworthy for its inexpensive catalyst, easy reaction conditions, air atmosphere, excellent yields, and scalability. Generally, these molecules are synthesized under the Paal–Knorr reaction. However, our protocol offers low organocatalyst loading, catalyst recycling, high atom economy, and a wide functional group tolerance, with product yields up to 91%. The plausible mechanism indicates that H‐bonding between the organocatalyst and the starting materials facilitates the intramolecular Michael addition to afford the intermediate, which then leads to highly substituted pyrrole derivatives.
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.