In:
Green Chemistry, Royal Society of Chemistry (RSC), Vol. 24, No. 17 ( 2022), p. 6481-6486
Abstract:
A distinctive sustainable approach has been developed to afford highly functionalized CF 3 –hydroquinone derivatives as potent biologically active molecules. The synthetic protocol involves the photoirradiation of a mixture of easily accessible benzoquinones and CF 3 SO 2 Na. 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 CF 3 SO 2 Na elicits photoinduced charge-transfer (CT), thereby producing CF 3 –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.
Type of Medium:
Online Resource
ISSN:
1463-9262
,
1463-9270
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2022
detail.hit.zdb_id:
1485110-6
detail.hit.zdb_id:
2006274-6
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