Iron-catalyzed oxidative synthesis of N-heterocycles from primary alcohols

Zhao, Dan; Zhou, Yilong; Shen, Qi; Li, Jianxin

doi:10.1039/c3ra46363j

Cited by 78 publications

(33 citation statements)

References 74 publications

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“…1148 This transformation was achieved using iron(III) chloride as catalyst and tert-butyl hydroperoxide as oxidant affording quinazolinones, quinazolines, and benzothiadiazine derivatives in moderate to high yields.…”

Section: Synthesis Of Heterocyclesmentioning

confidence: 99%

Iron Catalysis in Organic Synthesis

2015

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Section: Synthesis Of Heterocyclesmentioning

confidence: 99%

Iron Catalysis in Organic Synthesis

2015

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“…A one‐pot, one‐step process for the construction of quinazolinones (Scheme ), quinazolines (Scheme ) and 3,4‐dihydro‐2 H ‐1,2,4‐benzothiadiazine 1,1‐dioxide derivatives from primary alcohols was reported . This method offers an eco‐friendly synthesis of bioactive skeletons such as quinazolinones, quinazolines and benzothiadiazine derivatives with high functional group tolerance.…”

Section: Synthesis Of Heterocycles Based On the Ring Sizementioning

confidence: 97%

Recent Trends in Iron‐Catalyzed Reactions towards the Synthesis of Nitrogen‐Containing Heterocycles

et al. 2019

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Heterocycles are generally biologically active compoundsa nd find widespread applications in medicinalc hemistry,a gricultural science and the fine chemical industry.F or the synthesis and functionalization of heterocycles,g reat efforts have been ascribed over the past decades.T he syntheses of heterocyclic compounds are significant due to their diverse biological activity.R ecently,i ron-catalyzed reactions have experienced remarkable progress in the synthesiso fh eterocycles.T hisr eview summarizes recent trends in the iron-catalyzed synthesiso fn itrogen-containingheterocyclic compounds.1I ntroduction

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“…Quinazolines, quinazolinones, and 3,4‐dihydro‐2 H ‐1,2,4‐benzothiadiazine 1,1‐dioxides can be prepared from primary alcohols and o ‐aminobenzylamine, o ‐aminobenzamide, and o ‐aminobenzenesulfonamide derivatives, respectively, in a one‐pot, one‐step process by using inexpensive and nontoxic iron as the catalyst (Scheme ) . This protocol is environmentally friendly and displays good functional group compatibility, whereas both aromatic and alkyl primary alcohols can be used as the starting materials.…”

Section: Overview Of Recent Advances In Chemospecific One‐pot Transfmentioning

confidence: 99%

Recent Advances in Cascade Reactions Initiated by Alcohol Oxidation

2016

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In this review, we attempt to answer the question: how can we construct complex functionalized molecules with significant added value from cheap and readily available alcohols in the simplest and most efficient manner? Accordingly, recent developments (mainly from the last five years) in the field of one‐pot multiple transformations of alcohols are overviewed in terms of process simplification and optimization; sustainability; and atom, bond, step, and redox economy. Particular attention is paid to chemo‐ and stereoselective transformations with specific formation of particular bonds and configurations, leaving other parts of substrates unchanged.

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Iron-catalyzed oxidative synthesis of N-heterocycles from primary alcohols

Cited by 78 publications

References 74 publications

Iron Catalysis in Organic Synthesis

Iron Catalysis in Organic Synthesis

Recent Trends in Iron‐Catalyzed Reactions towards the Synthesis of Nitrogen‐Containing Heterocycles

Recent Advances in Cascade Reactions Initiated by Alcohol Oxidation

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