Alkylation and Cyclization of Benzoylacetanilides¹

Ringschlussreaktionen von 1‐(2‐Aminophenyl)‐1‐phenyl‐äthylenen durch Kondensation mit Phosgen

“…C81,9 H 6 ,l N5,6 0 6 ,4 % (249,3) Gef. a) ,, 81, 8 ,,6,2 ,,5,4 ,,6,9% ,,b) ,,81.7 ,,5 3 ,,5,7 ,, Die Mutterlaugenruckstande von 111-6 (Versuch a) wurden in Ae gelost und an wenig Alto, geklart. Aus Ae-Pe 0,6 g prismatische Kristalle, Smp.…”

Notes

“…While examples of -C-alkylations of amides in a variety of base-solvent systems can be found in the literature, nearly all such studies have been carried out on a-aryl-substituted amides8 -n or on amides containing other carbanionstabihzing substituents on the «-position. [12][13][14][15][16] Comparison of the anion of an , -disubstituted amide (I) and the dianion of a /3-diketone (II) shows that these ions are isoelectronic. It has been amply demonstrated that dianions of type II may be formed by the reaction of /3-diketones with sodium amide in liquid ammonia and that these dianions can be subse-procedure would be an efficacious route to a variety of /3-alkyl-substituted amines.…”

Palladium‐Catalyzed Regioselective Cross‐Coupling Reactions of 3‐Bromo‐4‐tosyloxyquinolin‐2(1H)‐one with Arylboronic Acids. A Facile and Convenient Route to 3,4‐Disubstituted Quinolin‐2(1H)‐ones

“…[10] On the other hand, several other methods including palladium-catalyzed reactions for the synthesis of 3,4-disubstituted quinolin-2(1H)-ones are usually complicated by low yields, harsh condi- …”

“…Although there are classic methods for the generation of a broad range of 3-or 4-substituted quinolin-2(1H)-ones, [7][8][9] the utility of these reactions for the synthesis of 3,4-disubstituted quinolin-2(1H)-ones is quite limited. [10] On the other hand, several other methods including palladium-catalyzed reactions for the synthesis of 3,4-disubstituted quinolin-2(1H)-ones are usually complicated by low yields, harsh condi-…”