N-酰基(2-氨基苯基)-α-氧代乙酸的分子内 Aldol 反应：快速构建三环和四环 1,2-二氢喹啉-2(1H)-酮。

Intramolecular Aldol reaction of N-acylated (2-aminophenyl)-alpha-oxoacetic acids: rapid access to tri- and tetracyclic 1,2-dihydroquinolin-2(1H)-ones.

机构信息

Laboratory for Drug Discovery in Neurodegeneration, Harvard NeuroDiscovery Center, Brigham & Women's Hospital and Harvard Medical School, 65 Landsdowne Street, Cambridge, Massachusetts 02139, USA.

出版信息

J Org Chem. 2010 May 21;75(10):3465-8. doi: 10.1021/jo1003339.

DOI:10.1021/jo1003339

PMID:20394404

Abstract

A four-step synthesis of tri- and tetracyclic 1,2-dihydroquinolin-2(1H)-ones via acylation of various substituted isatins with readily available N-Boc-protected aminoacids followed by an intramolecular aldol reaction and cyclization has been developed. The final products were obtained in moderate to excellent overall yields.

摘要

通过各种取代的靛红与易得的 N-Boc 保护氨基酸进行酰化反应，接着进行分子内羟醛缩合反应和环化反应，开发了一种四步合成三价和四价 1,2-二氢喹啉-2(1H)-酮的方法。最终产物以中等至优异的总收率获得。