Heterocycle-Heterocycle Strategies: (2-Nitrophenyl)isoxazole Precursors to 4-Aminoquinolines, 1H-Indoles, and Quinolin-4(1H)-ones

被引：60

作者：

Coffman, Keith C. ^{[1
]}

Palazzo, Teresa A. ^{[1
]}

Hartley, Timothy P. ^{[1
]}

Fettinger, James C. ^{[1
]}

Tantillo, Dean J. ^{[1
]}

Kurth, Mark J. ^{[1
]}

机构：

[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 08期

关键词：

DIVERSITY-ORIENTED SYNTHESIS; NATURAL-PRODUCT; ROUTE; REARRANGEMENTS; KETONIZATION; CONVERSION; MOLECULES; CHEMISTRY; OXIDES; ACIDS;

D O I：

10.1021/ol400787y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reductive heterocycle-heterocycle (heterocycle -> heterocycle; H H) transformations that give 4-aminoquinolines, 3-acylindoles, and quinolin-4(1H)-ones from 2-nitrophenyl substituted isoxazoles are reported. When this methodology is applied to 3,5-, 4,5-, and 3,4-bis(2-nitrophenyl)isoxazoles, chemoselective heterocyclization gives quinolin-4(1H)-ones, and 4-aminoquinolines, exclusively.

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收藏

页码：2062 / 2065

页数：4

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