Synthesis 2023; 55(13): 2027-2036
Erythrosine B Catalyzed Synthesis of trans -Dihydro-4H -furo[3,2-c ]chromen-4-ones through Photocatalytic Dehydrogenative sp
3 C–O Bond Formation
Sourav Das
,
Suvam Paul
,
Tathagata Choudhuri
,
Papiya Sikdar
,
A.K.B. acknowledges the financial support from the SERB, DST (File no. EEQ/2018/000498). A.K.B. also acknowledges the University of Kalyani (PRG) for financial support. S.D. (UGC-JRF) and S.P. (CSIR-JRF) acknowledge the UGC New Delhi and CSIR New Delhi for their fellowships. T.C. (URS) acknowledges the University of Kalyani for his fellowship.
Abstract
A simple and efficient visible-light-induced methodology has been developed for the selective synthesis of dihydro-4H -furo[3,2-c ]chromen-4-one derivatives via dehydrogenative coupling reaction. The methodology is highly useful for the synthesis of varieties of dihydro-4H -furo[3,2-c ]chromen-4-ones from readily accessible reactants under oxygen atmosphere. Importantly, the additive-free approach has been also demonstrated for this transformation. The results of the mechanistic investigation showed that this dehydrogenative reaction proceeded through a radical pathway. Additionally, the synthesized dihydro-4H -furo[3,2-c ]chromen-4-one has been transformed into different 4H -furo[3,2-c ]chromen-4-ones through simple protocols.
Key words
photocatalysis -
dehydrogenative coupling -
erythrosine B -
oxygen -
dihydro-4
H -furo[3,2-
c ]chromen-4-one
Supporting Information
Supporting information for this article is available online at https://doi.org/10.1055/a-2031-4549.
Supporting Information
Publikationsverlauf
Eingereicht: 02. Januar 2023
© 2023. Thieme. All rights reserved
Georg Thieme Verlag KG
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