NIS‐promoted multicomponent reaction of 2‐aminopyridines with aldehydes and nitromethane for the synthesis of 3‐nitroimidazo[1.2‐<i>a</i>]pyridines

Sun, Jing; Yang, Xinrui; Liu, Yun; Wang, Yi; Pan, Yi

doi:10.1002/jhet.3869

Cited by 6 publications

(1 citation statement)

References 35 publications

(42 reference statements)

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“…Sun et al. reported an efficient N‐iodosuccinimide (NIS)mediated multi‐components reaction for the synthesis of 3‐nitroimidazo[1,2‐a]pyridine derivatives 364 by treating 2‐aminopyridines 363 , aldehydes 1 and nitromethane in CH 3 CN at reflux condition (Scheme 67) [85] and a series of 3‐nitroimidazo[1,2‐a]pyridine derivatives 364 were synthesized under mild and eco‐friendly conditions with good yields. Initially, the reaction proceeds via formation of an intermediate 367 by the reaction of 263 with 1 and CH 3 NO 2 through path A or B.…”

Section: Five‐membered Heterocyclic Compoundsmentioning

confidence: 99%

Transition‐Metal‐Free Synthesis of N‐Heterocyclic Compounds via Multi‐Component Reactions

et al. 2023

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Multicomponent reactions (MCRs) have emerged as powerful tools in synthetic chemistry for the efficient synthesis of diverse molecular scaffolds, particularly nitrogen‐containing heterocycles. Despite their numerous advantages, the use of transition metal catalysts or additives in MCRs can present limitations due to cost, toxicity, and environmental concerns. In recent years, there has been a growing interest in transition metal‐free MCRs for the synthesis of N‐heterocyclic compounds. This review provides a comprehensive and concise overview of the recent advancements in transition metal‐free MCRs for the synthesis of valuable N‐heterocycles over the past five years. The review is systematically organized, categorizing the discussed MCRs based on the size of the heterocyclic ring and the number of nitrogen atoms. Only MCRs that result in the formation of heterocyclic rings containing at least one nitrogen atom are included, while the derivatization of N‐heterocycles using transition metal‐free MCRs falls outside the scope of this review. By highlighting the recent developments in this field, this review aims to showcase the potential and significance of transition metal‐free MCRs as sustainable and efficient strategies for accessing N‐heterocyclic compounds. The elimination of transition metals not only simplifies the reaction conditions but also contributes to greener and more environmentally friendly synthetic approaches. This review serves as a valuable resource for researchers interested in the design and application of transition metal‐free MCRs in the synthesis of nitrogen‐containing heterocycles.

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Section: Five‐membered Heterocyclic Compoundsmentioning

confidence: 99%

Transition‐Metal‐Free Synthesis of N‐Heterocyclic Compounds via Multi‐Component Reactions

et al. 2023

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Recent Advances in the Synthesis of Imidazo[1,2‐a]pyridines: A Brief Review

et al. 2022

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This review focuses on providing comprehensive highlights of the recent synthetic pathways of imidazo[1,2‐a]pyridines, assisted through transition metal‐catalyzed reactions, multi‐component reactions, cyclization, condensation, microwave‐assisted reactions, heteroannular and photocatalytic reactions. Among the heterocyclic groups, imidazo[1,2‐a]pyridines are considered as privileged structures because of their occurrence in many natural products. In this review, we have summarized the recent advances in the synthesis of imidazo[1,2‐a]pyridines from 2016 to 2021 from various substrates. This review will provide new initiatives to the chemists towards the synthesis of imidazo[1,2‐a]pyridines and all frequent challenges associated with the reported methods.

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Five-membered ring systems: with more than one N atom

Yet

2021

Progress in Heterocyclic Chemistry

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NIS‐promoted multicomponent reaction of 2‐aminopyridines with aldehydes and nitromethane for the synthesis of 3‐nitroimidazo[1.2‐a]pyridines

Cited by 6 publications

References 35 publications

Transition‐Metal‐Free Synthesis of N‐Heterocyclic Compounds via Multi‐Component Reactions

Transition‐Metal‐Free Synthesis of N‐Heterocyclic Compounds via Multi‐Component Reactions

Recent Advances in the Synthesis of Imidazo[1,2‐a]pyridines: A Brief Review

Five-membered ring systems: with more than one N atom

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