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

被引：0

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：

Chemistry of Heterocyclic Compounds | 2018年 / 54卷

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.

引用

页码：1033 / 1039

页数：6