Transition metal catalysis;
Cyclic beta-ketoesters;
Sulfonyl azides;
alpha-Sulfonamidation;
KETO-ESTERS;
1,3-DICARBONYL COMPOUNDS;
TRANSFER HYDROGENATION;
LEAD-TETRAACETATE;
DIRECT AMINATION;
RING-EXPANSION;
LIGANDS;
DICHLOROMETHANE;
HYDROXYLATION;
DERIVATIVES;
D O I:
10.1016/j.tetlet.2019.151083
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
alpha-Sulfonamidation of beta-ketoesters with sulfonyl azide has been developed for the first time using a catalytic amount of Ru(II) complex to produce the 1-oxo-2-(sulfonamido)-2,3-dihydro-1H-indene-2-carboxylate and 1-oxo-2-(sulfonamido)-1,2,3,4-tetrahydronaphthalene-2-carboxylate derivatives in good yields. This method also works well with alpha-iodotetralones to afford the N-(1,4-dioxo-1,4-dihydronaphthalen-2-yl)sulphonamide derivatives under similar conditions. (C) 2019 Elsevier Ltd. All rights reserved.