Indirect Electrochemical N-Dimethoxyphenylation of 3-Nitro-1,2,4-triazole and Tetrazole

Burasov, A. V.; Vakhotina, T. S.; Petrosyan, V. A.

doi:10.1007/s11175-005-0154-4

Cited by 3 publications

(3 citation statements)

References 6 publications

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“…Heating 105 in the presence of 3nitro-1,2,4-triazole or tetrazole yielded ortho-substituted species 102. 151 This indirect electrolysis strategy helped to decrease undesired side product formation.…”

Section: Azolationssupporting

confidence: 80%

“…Interested in the mechanistic underpinnings of these electrochemical azolation reactions, the research group of Petrosyan et al has performed extensive studies to elucidate a reaction mechanism. − From these studies, the authors have developed a probable mechanistic pathway for the electrochemical azolation of 88 and related arenes (Scheme ). , It was found that the mechanism for azolation depends significantly on the acidity or basicity of the azole species.…”

Section: Coupling Reactionsmentioning

confidence: 99%

“…The authors took advantage of this sensitivity to heat and showed that the electrolysis of 88 in the presence of methanol could generate 1,1,4,4-tetramethoxycyclohexane-2,5-diene ( 105 ). Heating 105 in the presence of 3-nitro-1,2,4-triazole or tetrazole yielded ortho -substituted species 102 . This indirect electrolysis strategy helped to decrease undesired side product formation.…”

Section: Coupling Reactionsmentioning

confidence: 99%

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Electrochemical Synthesis of High-Nitrogen Materials and Energetic Materials

Yount

Piercey

2022

Chem. Rev.

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Electrochemical synthesis is a valuable method for the preparation of molecules. It is innately eco-friendly, as potentially hazardous oxidation and reduction agents are replaced with electrochemical potentials. Electrochemistry is commonly applied globally in the synthesis of numerous chemicals, but the energetic materials field lags in this regard. In this review, we endeavor to cover the entire history of synthetic electrochemistry for the preparation of energetic materials and detail the electrochemical transformations of high-nitrogen materials that are relevant for the preparation of new energetic molecules. We hope this review serves as a starting point to inform those involved in synthetic energetic materials chemistry, and those interested in other applications of high-nitrogen molecules, about the environmentally friendly electrochemical methods available for such compounds.

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Section: Azolationssupporting

confidence: 80%