Selective Synthesis of Functionalized Spiro[indoline-3,2′-pyridines] and Spiro[indoline-3,4′-pyridines] by Lewis Acid Catalyzed Reactions of Acetylenedicarboxylate, Arylamines, and Isatins
摘要:
The functionalized spiro[indoline-3,2'-pyridine]-3',4',5',6'-tetracarboxylates were efficiently synthesized by BF3 center dot OEt2-catalyzed reactions of isatin-3-imines with acetylenedicarboxylates in methylene dichloride. Under similar conditions, the BF3 center dot OEt2-catalyzed three-component reactions of acetylenedicarboxylates, arylamines, and isatins afforded functionalized spiro[indoline-3,4'-pyridine]-2',3',5',6'-tetracarboxylates in moderate yields.
Povarov Reaction of β-Enamino Esters and Isatin-3-imines for Diastereoselective Synthesis of Spiro[indoline-3,2′-quinolines]
作者:Chao-Guo Yan、Hong Gao、Jing Sun
DOI:10.1055/s-0033-1340459
日期:——
The p-toluenesulfonic acid catalyzed Povarov reaction of isatin-3-imines with beta-enamino esters, which were generated in situ from the reaction of arylamines and methyl propiolate in ethanol, afforded the polysubstituted spiro[indoline-3,2'-quinolines] in high yields and with high diastereoselectivity.