The tetrazole 3-N-oxide synthesis.

تخليق 3-N-أكسيد التترازول.

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ID: 83182
2010
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Abstract
An efficient procedure for transferring an oxygen atom to the 1- or 2-substituted 5-alkyl or aryl tetrazole ring, resulting, for the first time, in the corresponding N-oxides, was developed using HOF.CH(3)CN. This novel route features mild conditions and high yields. X-ray structure analysis and (15)N NMR experiments indicate that the preferred position for the incorporation of the oxygen is on the N-3 atom.
طُوِّر إجراءٌ فعّال لنقل ذرة أكسجين إلى حلقة 5-ألكيل أو أريل تترازول المستبدلة في الموضع 1 أو 2، مما أسفر، ولأول مرة، عن الحصول على الـ N-أكاسيد المقابلة، وذلك باستخدام HOF·CH₃CN. ويتميز هذا المسار المبتكر بظروف تفاعل معتدلة ومردودات عالية. كما يُشير تحليل البنية بالأشعة السينية وتجارب الرنين المغناطيسي النووي للنيتروجين-15 (¹⁵N NMR) إلى أن الموضع المفضل لإدخال الأكسجين هو ذرة N-3.
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Authors Tal Harel, Shlomo Rozen
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Journal The Journal of organic chemistry
Year 2010
DOI
10.1021/jo100278z
URL
Keywords
n-oxide tetrazole nitrogen-rich compounds tetrazine ∧energetic materials

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