Electron donor-acceptor complex enabled photocascade strategy for the synthesis of trans-dihydrofuro[3,2-c]chromen-4-one scaffolds via radical conjugate addition of pyridinium ylide

被引:0
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作者
Dey, Sovan [1 ]
Das, Arindam [1 ]
Yadav, Ram Naresh [2 ]
Boruah, Palash Jyoti [3 ]
Sarkar, Koushik [4 ]
Paul, Amit Kumar [5 ]
Hossain, Md. Firoj [1 ]
机构
[1] Univ North Bengal, Dept Chem, Darjeeling 734013, India
[2] Veer Bahadur Singh Purvanchal Univ, Fac Engn & Technol, Dept Chem, Jaunpur 222003, UP, India
[3] NIT, Dept Chem, Shillong 793003, Meghalaya, India
[4] IISER Kolkata, Dept Chem Sci, Nadia 741246, WB, India
[5] Bose Inst, Unified Acad Campus, EN 80,Sect 5, Kolkata 700091, India
关键词
CATALYSIS;
D O I
10.1039/d4cc04720f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A visible-light-induced photocascade strategy is disclosed for the synthesis of trans-dihydrofuro[3,2-c]chromen-4-one scaffolds. The photocascade consists of electron donor-acceptor (EDA) complex enabled formation of arylidene coumarinone, followed by 1,4-radical conjugate addition (1,4-RCA) of an in situ generated pyridinium ylide radical (PyYR) towards diastereoselective formation of the trans-dihydrofuro[3,2-c]chromen-4-one scaffold in good to excellent yield. Thorough mechanistic investigations comprising photophysical, spectroscopic, electrochemical and DFT studies provide further insights into the reaction mechanism.
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页数:5
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