三氟甲磺酸镓催化的杂环合成：喹喔啉、1,5-苯并二氮杂䓬及其氟化衍生物。

Gallium (III) triflate-catalyzed synthesis of heterocycles: quinoxalines, 1,5-benzodiazepines and their fluorinated derivatives.

机构信息

Donald P. and Katherine B. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angeles, CA 90089-91661, USA.

出版信息

Future Med Chem. 2009 Aug;1(5):909-20. doi: 10.4155/fmc.09.77.

DOI:10.4155/fmc.09.77

PMID:21426089

Abstract

BACKGROUND

The quinoxaline nucleus is a part of several antibiotics, such as echinomycin, levomycin and actinomycin, which are known to inhibit the growth of Gram-positive bacteria and are active against various transplantable tumors. Benzodiazepines are important classes of heterocycles that draw significant interest from the pharmaceutical industry because of their prominent therapeutic value, such as antiviral, antibacterial, anti-inflammatory, antiprotozoaval properties and also as kinase inhibitors. They have also been evaluated as anticancer, anthelmintic, antifungal and insecticidal agents.

RESULTS & CONCLUSION: Quinoxalines, benzodiazepines and their fluorinated derivatives have been prepared in excellent yields from the corresponding diamines and diketones using gallium (III) triflate as an efficient and environmentally friendly catalyst, due to its stability, recyclability and minimal toxicity.

摘要

背景

喹喔啉核是几种抗生素的一部分，如埃奇霉素、莱霉素和放线菌素，这些抗生素已知能抑制革兰氏阳性菌的生长，并对各种可移植肿瘤有活性。苯并二氮杂卓是一类重要的杂环化合物，由于其具有显著的治疗价值，如抗病毒、抗菌、抗炎、抗原生动物特性以及作为激酶抑制剂，引起了制药行业的极大关注。它们也被评估为抗癌、驱虫、抗真菌和杀虫药物。