التفاصيل البيبلوغرافية
| العنوان: |
Preparation of a benziodazole-type iodine(III) compound and its application as a nitrating reagent for synthesis of furazans via a copper-catalyzed cascade process. |
| المؤلفون: |
Yang, Zhifang, Xu, Jun, Sun, Yuli, Li, Xuemin, Jia, Bohan, Du, Yunfei |
| المصدر: |
Communications Chemistry; 7/9/2024, Vol. 7 Issue 1, p1-9, 9p |
| مصطلحات موضوعية: |
FURAZANS, IODINE, ORGANIC synthesis, NITRATION, RADICALS (Chemistry) |
| مستخلص: |
The existing hypervalent I(III) reagents bearing ONO2 group are limited in types and their applications primarily focused on the nitrooxylation reactions featuring a fully-exo fashion. Herein, a benziodazole-type O2NO-I(III) compound was prepared and its reaction with β-monosubstituted enamines in the presence of CuI could trigger a radical nitration/cyclization/dehydration cascade to provide a series of less explored but biologically interesting furazan heterocycles. Mechanistically, the benziodazole-type O2NO-I(III) compound acts as a nitrating reagent and incorporates its NO moiety into the final furazan product in a fully-endo model, a process of which was proposed to involve nitration, cyclization and dehydration. Hypervalent iodine(III) reagents show promising properties in organic synthesis, however, the application of nitrooxyl (O2NO)-containing I(III) reagents remains underexplored. Here, the authors report the synthesis of a benziodazole-type O2NO-I(III) reagent, which can be applied to the synthesis of furazan heterocycles as a nitrating agent, by reaction with β-monosubstituted enamines via a copper-catalyzed radical nitration/cyclization/dehydration cascade. [ABSTRACT FROM AUTHOR] |
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| قاعدة البيانات: |
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