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Diaziridine : ウィキペディア英語版
Diaziridine

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Diaziridines are heterocyclic compounds containing two nitrogen atoms in a three-membered ring. They can be considered as strained hydrazines. Due to the ring strain, the nitrogen atoms are configuration stable leading to cis-trans isomers.
They are usually synthesized by a method developed by E. Schmitz: A carbonyl compound is treated with ammonia or respectively a primary aliphatic amine and an aminating reagent like hydroxylamine-O-sulfonic acid (HOSA) under slightly basic conditions.〔Synthesis of monocyclic diaziridines and their fused derivatives; N. N. Makhova, V. Y. Petukhova, V. V. Kuznetsov, ''Arkivoc'', 2008(i), 128-152.() 〕 The final step is based on the intramolecular cyclization of an aminal.
==Reactions==

* Unsubstituted diaziridines are often directly oxidized (I2/NEt3) to the more stable diazirines.
* They can undergo ring expansion reaction with electrophilic reagents like ketenes or isocyanates.
* Some derivatives are neurotropically active.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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