Sustainable photoredox chemistry of a transient ternary complex: an unconventional approach toward trifluoromethylated hydroquinones
- 관리정보기술 faculty
- 등재 SCIE, SCOPUS
- 발행기관 Royal Society of Chemistry
- 발행년도 2022
- URI http://www.dcollection.net/handler/ewha/000000193632
- 본문언어 영어
- Published As https://doi.org/10.1039/d2gc01691e
초록/요약
A distinctive sustainable approach has been developed to afford highly functionalized CF3-hydroquinone derivatives as potent biologically active molecules. The synthetic protocol involves the photoirradiation of a mixture of easily accessible benzoquinones and CF3SO2Na. This process generates a quinhydrone charge-transfer complex of benzoquinone and its in situ generated hydroquinone in the presence of a small amount of hydrogen donors, more preferably water. The subsequent formation of a transient ternary complex involving CF3SO2Na elicits photoinduced charge-transfer (CT), thereby producing CF3-hydroquinones. The present method is highly practical and atom-economical whilst avoiding the use of any sacrificial electron donors. Furthermore, the unique ternary complex intermediate permits site-selective three-component trifluoromethylation in the presence of vinyl arenes. © 2022 The Royal Society of Chemistry
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