Molybdenum‐Catalyzed Direct Synthesis of Pyrroles from Nitroarenes with Glycols as Reductants

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2025-02-18 DOI:10.1002/adsc.202401170

Sara Gómez‐Gil , Samuel Suárez‐Pantiga , María R. Pedrosa , Roberto Sanz

引用次数: 0

Abstract

A molybdenum‐catalyzed synthesis of N‐(hetero)aryl pyrroles directly from inexpensive and commonly available (hetero)nitroarenes via reduction with pinacol and annulation with 1,4‐dicarbonyls or cyclobutane‐1,2‐diols has been described. The process does not require an inert atmosphere and tolerates the presence of air and water. This non‐noble catalytic system shows high chemoselectivity, allowing a diverse range of potentially reducible functional groups such as alkynes, alkenes, halogens, cyano, and carbonyls. Moreover, this strategy enables the reuse of a waste byproduct as reactant, facilitating the formation of challenging 1,4‐dicarbonyls from accessible cyclobutane‐1,2‐diols used as reducing agents.

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钼催化以乙二醇为还原剂从硝基烯烃直接合成吡咯类化合物

本研究描述了一种钼催化的 N-（杂）芳基吡咯合成方法，该方法通过频哪醇还原和 1,4-二羰基或环丁烷-1,2-二醇环化，直接从廉价且常见的（杂）硝基烯烃合成 N-（杂）芳基吡咯。该工艺不需要惰性气氛，并能耐受空气和水的存在。这种非贵金属催化系统具有很高的化学选择性，可还原出多种潜在的官能团，如炔、烯、卤素、氰基和羰基。此外，这种策略还能将废弃的副产品作为反应物进行再利用，有助于从用作还原剂的可获得的环丁烷-1,2-二醇中形成具有挑战性的 1,4-二羰基。

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来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.