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Hypervalent Iodine-Mediated Synthesis of Steroidal 5/5-Spiroiminals.

Hypervalent Iodine-Mediated Synthesis of Steroidal 5/5-Spiroiminals.

Authors :
Kumar, Rayala Naveen
Lee, Seongmin
Source :
Molecules. Dec2024, Vol. 29 Issue 23, p5812. 11p.
Publication Year :
2024

Abstract

The hypervalent iodine-mediated formation of steroidal 5/5-spiroiminals and 5/5-spiroaminals from steroidal amines is presented. Under the influence of excess PhI(OAc)2 and iodine in acetonitrile at 0 °C, steroidal amines smoothly underwent cyclization to give a mixture of 5/5-spiroiminals and 5/5-spiroaminals. This reaction represents the first example of a C-H-activation-mediated formation of a spiroiminal. Presumably, the formation of 5/5-spiroiminals occurs through aminyl radical-mediated cyclization followed by amine-to-imine oxidation. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
14203049
Volume :
29
Issue :
23
Database :
Academic Search Index
Journal :
Molecules
Publication Type :
Academic Journal
Accession number :
181660885
Full Text :
https://doi.org/10.3390/molecules29235812