Efficient Synthesis of Dialkyl (2Z)‐2‐[(E)‐1‐Aryl‐2‐(3‐arylquinoxalin‐2‐yl)ethenyl]but‐2‐enedioates

The reaction of dialkyl acetylenedicarboxylates 4 with 1-aryl-2-[(3-arylquinoxalin-2(1H)-ylidene)ethanones 3 in the presence of Ph3P leads to dialkyl (2Z)-2-[(E)-1-aryl-2-(3-arylquinoxalin-2-yl)ethenyl]but-2-enedioates 1 in good yields.

[1]  I. Yavari,et al.  One-Pot Synthesis of Pentaalkyl 7-[(Alkylamino)carbonyl]-2-oxa-1-azabicyclo[3.2.0]hept-3-ene-3,4,5,6,7-pentacarboxylate , 2006 .

[2]  I. Yavari,et al.  A synthesis of isoxazoles through the reaction of activated acetylenes and alkyl 2-nitroethanoates in the presence of triphenylphosphine , 2006 .

[3]  I. Yavari,et al.  One-step synthesis of N-alkyl-2-aryl-2-oxoacetamides and N2,N4-dialkyl-2-aryl-4H-1,3-benzodioxine-2,4-dicarboxamides , 2006 .

[4]  I. Yavari,et al.  Synthesis of highly functionalized 9,10-anthraquinones , 2006 .

[5]  I. Yavari,et al.  One-step synthesis of substituted 4,7-bis[alkyl(aryl)imino]-3-oxa-6-thia-1-azaspiro[4.4]nona-1,8-dienes , 2005 .

[6]  N. Ghosh,et al.  Synthesis and pharmacological evaluation of substituted 5-[4-[2-(6,7-dimethyl-1,2,3,4-tetrahydro-2-oxo-4-quinoxalinyl)ethoxy]phenyl]methylene]thiazolidine-2,4-dione derivatives as potent euglycemic and hypolipidemic agents. , 2005, Bioorganic & medicinal chemistry letters.

[7]  S. Hazeldine,et al.  Part 3: synthesis and biological evaluation of some analogs of the antitumor agents, 2-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid, and 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy}propionic acid. , 2005, Bioorganic & medicinal chemistry.

[8]  I. Yavari,et al.  A simple approach to the synthesis of dialkyl 5-tert-butylamino-[2,2']bifuranyl-3,4-dicarboxylates , 2004 .

[9]  I. Yavari,et al.  Reaction Between Alkyl Isocyanides and Isopropylidene Meldrum’s Acid in the Presence of Pyrrole or Indoles , 2004 .

[10]  I. Yavari,et al.  Synthesis of coumarines and 4H-chromenes through the reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates in presence of 2-hydroxybenzaldehydes , 2004 .

[11]  A. Alizadeh,et al.  The Formation of β-Lactam Derivatives through the Reaction of Dibenzoyl­acetylene and Aryl Isocyanates in the Presence of Trivalent Phosphorus Nucleophiles , 2004 .

[12]  D. J. Brown.  Quinoxalines, Supplement II , 2004 .

[13]  V. Nair,et al.  Strategies for heterocyclic construction via novel multicomponent reactions based on isocyanides and nucleophilic carbenes. , 2003, Accounts of chemical research.

[14]  M. Adib,et al.  An Easy Route to Functionalised Tetrahydropyridazines † , 2001 .

[15]  M. Adib,et al.  Vinylphosphonium Salt Mediated Facile Synthesis of Trialkyl 4-(2-Quinolyl)-1-cyclobutene-1,2,3-tricarboxylates and Dialkyl 3-Ethoxy-4-oxo-5-(2-(1H)-quinolinylidene)-2-cyclopentene-1,2-dicarboxylates , 2001 .

[16]  S. Hazeldine,et al.  Design, synthesis, and biological evaluation of analogues of the antitumor agent, 2-(4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy)propionic acid (XK469). , 2001, Journal of medicinal chemistry.

[17]  O. Kolodiazhnyi.  Methods of preparation of C-substituted phosphorus ylides and their application in organic synthesis , 1997 .

[18]  J. Hedrick,et al.  Heterocycle-activated aromatic nucleophilic substitution: poly(aryl ether phenylquinoxalines). 2 , 1993 .

[19]  Davidr . Evans,et al.  Samarium-catalyzed intramolecular Tishchenko reduction of .beta.-hydroxy ketones. A stereoselective approach to the synthesis of differentiated anti 1,3-diol monoesters , 1990 .