Direct and Stereospecific Synthesis of  N ‐H and  N ‐Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine‐ O ‐Sulfonic Acids | Zendy

Ma Zhiwei | Zendy; Zhou Zhe | Zendy; Kürti László | Zendy

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Direct and Stereospecific Synthesis of N ‐H and N ‐Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine‐ O ‐Sulfonic Acids

Author(s) -

Ma Zhiwei,

Zhou Zhe,

Kürti László

Publication year - 2017

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201705530

Subject(s) - hydroxylamine , stereospecificity , alkyl , chemistry , sulfonic acid , medicinal chemistry , organic chemistry , catalysis

A Rh II ‐catalyzed direct and stereospecific N ‐H‐ and N ‐alkyl aziridination of olefins is reported that uses hydroxylamine‐ O ‐sulfonic acids as inexpensive, readily available, and nitro group‐free aminating reagents. Unactivated olefins, featuring a wide range of functional groups, are converted into the corresponding N ‐H or N ‐alkyl aziridines in good to excellent yields. This operationally simple, scalable transformation proceeds efficiently at ambient temperature and is tolerant towards oxygen and trace moisture.

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