2010
DOI: 10.1002/anie.201003733
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Synthesis of 5‐Substituted 1H‐Tetrazoles from Nitriles and Hydrazoic Acid by Using a Safe and Scalable High‐Temperature Microreactor Approach

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Cited by 181 publications
(60 citation statements)
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“…In flow however, as only small quantities of the reagents are exposed to the reaction environment at any given time, the risks associated with the hazardous material are minimized. 18 Exothermic reactions: due to the efficient heat transfer associated with microfluidic flow, microreactors are ideal tools for carrying out highly exothermic reactions. Exothermic reaction products can be produced on such small scales, that any localised exotherms are dispersed safely across the reaction profile.…”
Section: Regular Flow Profilesmentioning
confidence: 99%
“…In flow however, as only small quantities of the reagents are exposed to the reaction environment at any given time, the risks associated with the hazardous material are minimized. 18 Exothermic reactions: due to the efficient heat transfer associated with microfluidic flow, microreactors are ideal tools for carrying out highly exothermic reactions. Exothermic reaction products can be produced on such small scales, that any localised exotherms are dispersed safely across the reaction profile.…”
Section: Regular Flow Profilesmentioning
confidence: 99%
“…143 Kappe et al demonstrated elegantly this principle in the synthesis of tetrazoles ( Figure 14). 144 Hydrazoic acid (HN3), an extremely toxic compound, was prepared in situ in a microreactor and consumed immediately by reaction with a nitrile to prepare the corresponding tetrazoles. The reaction was subsequently quenched with NaNO2 to decompose any residual hydrazoic acid.…”
Section: Safety Aspectsmentioning
confidence: 99%
“…Hence, intensive interest has been focused recently not only in the incorporation of this entity in bioactive molecules but also in the development of new methodologies for the production of these derivatives in high yields. A number of methods have been reported for the preparation of tetrazoles, among; one of the major convenient synthetic routes to tetrazole formation is the [3+2] cycloaddition of azide to corresponding nitriles [22]. Many synthetic methods were introduced for this transformation, requires amine salts [23], strong Lewis acid [24,25] and toxic metals [25].…”
Section: Introductionmentioning
confidence: 99%