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Highly Stereoselective Synthesis of New Aziridines via Baldwin Rearrangement and Their Potential Biological Activities
Author(s) -
Chakraborty Bhaskar,
Chhetri Manjit Singh,
Chhetri Esmita
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2548
Subject(s) - chemistry , aziridine , cycloaddition , stereoselectivity , combinatorial chemistry , catalysis , microwave irradiation , ionic bonding , ion , organic chemistry , ring (chemistry)
An atom‐economical conversion of N‐ substituted isoxazoline derivatives to new N‐ substituted aziridines has been described using microwave irradiation through Baldwin rearrangement . N‐ substituted isoxazoline derivatives have been synthesized using a variety of nitrones and alkynes via 1,3‐dipolar cycloaddition reactions in ionic liquid. Simple react\ion methodology, greener approaches, non involvent of catalysts, good to excellent yields, and cis diastereoselectivities are the important features noticed in this synthesis. Potential biological activity of the new aziridine derivatives made this protocol more attractive.