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Synthesis of Functionalized Nitriles by Microwave-Promoted Fragmentations of Cyclic Iminyl Radicals.

Authors :
Jackman MM
Im S
Bohman SR
Lo CCL
Garrity AL
Castle SL
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2018 Jan 12; Vol. 24 (3), pp. 594-598. Date of Electronic Publication: 2017 Dec 22.
Publication Year :
2018

Abstract

The synthesis of functionalized nitriles via microwave-promoted radical fragmentations of cyclic O-phenyl oxime ethers is reported. A variety of radical traps can be employed, permitting the generation of diverse adducts via C-O, C-C, C-N, or C-X bond formation. Other salient features include a simple and practical protocol, very short reaction times, and the avoidance of metal catalysts and toxic cyanide reagents. The utility of this method is demonstrated by the ring-distortion of a steroid-derived substrate.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
24
Issue :
3
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
29207207
Full Text :
https://doi.org/10.1002/chem.201705728