期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 15, 页码 9661-9670出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01170
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资金
- UGC
- DST-FIST
An unprecedented synthesis of fused quinazolinones from N-pyridylindoles under oxidative conditions using a combination of (diacetoxyiodo)benzene and K2S2O8 is reported. The reaction is metal-free, has a broad substrate scope, is operationally simple with short reaction time, and provides 11H-pyrido[2,1-b]quinazolin-11-one derivatives in moderate to high yields. It is believed to proceed via an in situ generated 2-hydroxy-1-(pyridin-2-yl)indolin-3-one as the key reaction intermediate, which undergoes a C-C bond cleavage to produce an electrophilic C-3 site in N-pyridyl indole. Subsequent nucleophilic attack by pyridyl nitrogen results in its cyclization.
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