Mn-Catalyzed Ligand-Free One-Pot Synthesis of (E)-6,7-Dihydrodibenzo[b,j][1,7]phenanthrolines and (E)-1,2,3,4-Tetrahydrobenzo[b][1,6]naphthyridines through Dehydrogenative Friedlander Annulation/C(sp3)-H Functionalization

被引：6
|
作者：
Nagarajan, Sambavi [1 ]
Fazlur-Rahman, Nawaz Khan [1 ]
机构：
[1] Vellore Inst Technol, Sch Adv Sci, Organ & Med Chem Res Lab, Vellore 632014, Tamil Nadu, India
来源：
ACS OMEGA | 2024年 / 9卷 / 23期
关键词：
DEEP EUTECTIC SOLVENTS; CHOLINE CHLORIDE; QUINOLINE; DNA; DERIVATIVES; ANTICANCER; EFFICIENT; ACIDS; ANTIBACTERIAL; ALCOHOLS;
D O I：
10.1021/acsomega.4c00188
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient, MnO2-catalyzed ligand-free synthesis of (E)-6,7-dihydrodibenzo[b,j][1,7]phenanthrolines, 13, and (E)-1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridines, 15, utilizing, 2-amino-5-chloro-benzhydrol, 9, acridinol, 10, or 1-benzyl-4-piperidinol, 14, and benzyl alcohols, 11, is reported. The MnO2-catalyzed dehydrogenative Friedlander annulation utilizing ChCl/p-TSA (DES-1) and subsequent C(sp(3))-H functionalization with TBAB/p-TSA (DES-2) was effected at 100 degrees C. The optimized reaction conditions gave excellent product yields, and the products were evaluated for their by UV absorption and fluorescence emission studies.
引用
收藏
页码：24464 / 24476
页数：13
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