Synthesis of (4-nitro-1H-indol-6-yl)- and (4-amino-1H-indol-6-yl)phosphonic acid derivatives

被引:0
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作者
Aleksandr A. Shalimov
Mykola V. Kolotylo
Lyubov V. Babiy
Oksana V. Muzychka
Petro P. Onys’ko
Vladimir V. Rozhkov
机构
[1] Institute of Organic Chemistry,
[2] National Academy of Sciences of Ukraine,undefined
[3] I. F. Lab. Ltd.,undefined
来源
关键词
4-aminoindole; enamine; (1; -indol-6-yl)phosphonate; (4-methyl-3,5-dinitrophenyl)phosphonic acid; 4-nitroindole; Batcho–Leimgruber indole synthesis;
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摘要
A convenient methodology for the synthesis of previously unreported (1H-indol-6-yl)phosphonic acid derivatives has been described. Reaction of (4-methyl-3,5-dinitrophenyl)phosphonates with dimethylformamide dimethyl acetal leads to the respective enamines that can be readily converted into indoles by the Batcho–Leimgruber synthetic protocol. Proper choice of reducing agent for the reductive cyclization of intermediate enamines allows to selectively obtain (4-nitro-1H-indol-6-yl)- and (4-amino-1H-indol-6-yl)phosphonates.
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页码:1033 / 1039
页数:6
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