Single-Electron-Transfer Strategy for Reductive Radical Cyclization: Fe(CO)(5) and Phenanthroline System
- 관리정보기술 faculty
- 등재 SCIE, SCOPUS
- 발행기관 AMER CHEMICAL SOC
- 발행년도 2016
- URI http://www.dcollection.net/handler/ewha/000000140173
- 본문언어 영어
- Published As http://dx.doi.org/10.1021/acs.orglett.6b02375
초록/요약
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.
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