57421-93-9Relevant academic research and scientific papers
Malonates in cyclocondensation reactions
Stadlbauer, Wolfgang,Badawey, El-Sayed,Hojas, Gerhard,Roschger, Peter,Kappe, Thomas
, p. 338 - 352 (2001)
The use of malonates such as diethyl malonates 9, (chlorocarbonyl)ketenes 15 and bis(2,4,6-trichlorophenyl) malonates 18 as reagents for cyclocondensation with 1,3-dinucleophiles to give six-membered heterocycles is described. Further attempts to use malonates such as bis(trimethylsilyl) malonates 19 and bis(carbamimidoyl) malonates 29 as new cyclocondensation agents are described.
Preparation of arylpropynamides and their reaction with malonyl acid derivatives
Petina, Olgaa. A.,Yakovlev, Igorp. P.,Geffken, Detlef
, p. 803 - 809 (2013/04/10)
Synthesis of arylpropynamides and their reactions with different malonic acid derivatives is described. Treatment of arylpropynamides with unsubstituted malonyl chloride furnished N-(3-arylprop-2-ynoyl)-6-chloro-4-hydroxy-2-oxo-2H- pyran-3-carboxamides; m
Synthesis and reactions of 4-hydroxy-8,9,10, 11-tetrahydropyrido[3,2,1-jk] carbazol-6-ones
Stadlbauer, Wolfgang,Van Dang, Hoai,Berger, Birgit S.
experimental part, p. 807 - 824 (2010/08/20)
(Chemical Equation Presented) Tetrahydrocarbazoles 4 obtained from phenylhydrazines and cyclohexanones gave by cyclocondensation with 2-substituted malonates 5 in all cases 4-hydroxy-8,9,10,11-tetrahydropyrido [3,2,1-jk]carbazol-6-ones 6 by attack at the nitrogen and the aromatic ring of tetrahydrocarbazoles 4; the direction of the cyclization was not dependent on substituents either in the aromatic or the saturated ring; isomeric pyridocarbazoles could not be isolated. Electrophilic substitutions of pyridocarbazoles 6 under mild conditions took place exclusively at the 5-position and gave pyridocarbazolediones 9-11 with 5-nitro-, 5-hydroxy or 5-chloro-substituents. Exchange of the chloro substituent in 11 gave 5-azido- and 5-amino products 12, 14 or 16. Reactions at the aromatic ring were not observed. Chlorination of 4-hydroxypyridocarbazoles 6 with phosphoryl chloride by nucleophilic substitution took place exclusively at the 4-position and gave 4-chloropyridocarbazolones 17, which were further reacted to azides and amines 18, 19.
