An electron-transfer strategy using low-valent iron pentacarbonyl [Fe(CO)5] to generate radical species from alkyl iodides was achieved. A range of pyrrolidines, tetrahydrofurans, and carbocycles were synthesized via 5-exo cyclization reactions of alkyl radical intermediates generated by electron transfer from a system involving Fe(CO)5, 1,10-phenanthroline, and diisopropylamine. Moreover, tandem addition reactions with Michael acceptors were also explored. Photophysical and electrochemical studies support a mechanism that involves electron transfer from the low-valent Fe reductant to alkyl iodide.
|Number of pages||4|
|Publication status||Published - 2016 Oct 7|
Bibliographical noteFunding Information:
This study was supported by the Ministry of Education, Science and Technology, National Research Foundation (Grant Nos. NRF-2012R1A1A1044770 and NRF-2015R1D1A1A01060349)
© 2016 American Chemical Society.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry