Rapid Synthesis of Highly Substituted 1,6-Naphthyridines Via Heteroaryl Ditriflates

被引：0

作者：

Shimkin, Kirk W. ^{[1
]}

Compton, Jordan S. ^{[1
]}

Diccianni, Justin B. ^{[1
]}

Waldo, Jesse P. ^{[1
]}

Jones, William M. ^{[1
]}

Krawczuk, Paul J. ^{[1
]}

Rosano, Robert J. ^{[1
]}

机构：

[1] Janssen Pharmaceut Res & Dev, Therapeut Discovery, Spring House, PA 19477 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 15期

关键词：

HIV-1; INTEGRASE; DERIVATIVES; INHIBITORS; DISCOVERY; POTENT; NAPHTHYRIDINES; ANNULATION; CATALYST; DESIGN; SERIES;

D O I：

10.1021/acs.joc.4c01248

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the discovery of a convenient and efficient method for the synthesis of highly substituted 1,6-naphthyridines. A tandem nitrile hydration/cyclization procedure was developed to access 1,6-naphthyridine-5,7-diones under mild conditions. Subsequently, we have found that ditriflation of these intermediates provides 1,6-naphthyridine-5,7-ditriflates which are bench-stable but highly reactive intermediates that can be engaged in one-pot difunctionalization reactions leading to diverse drug-like products in rapid fashion.

引用

页码：10912 / 10918

页数：7

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