Intramolecular hetero-Diels–Alder reaction of 1-oxa-1,3-butadienes with terminal acetylenes in aqueous media using CuI

Khoshkholgh, Malihe Javan; Balalaie, Saeed; Gleiter, Rolf; Röminger, Frank

doi:10.1016/j.tet.2008.08.056

Cited by 51 publications

(16 citation statements)

References 45 publications

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“…Subsequent Michael-type addition of cyclohexane-1,3-diones 3 to the heterodienes 5, followed by cyclization afforded the corresponding products 4 and water (Chart 3). 44,[52][53][54] …”

Section: Resultsmentioning

confidence: 99%

Chromeno[2,3-d]pyrimidine-triones Synthesis by a Three-Component Coupling Reaction

2010

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“…Subsequent Michael-type addition of cyclohexane-1,3-diones 3 to the heterodienes 5, followed by cyclization afforded the corresponding products 4 and water (Chart 3). 44,[52][53][54] …”

Section: Resultsmentioning

confidence: 99%

Chromeno[2,3-d]pyrimidine-triones Synthesis by a Three-Component Coupling Reaction

2010

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“…The corresponding signals of OCH 2 and the shielded olefinic carbon in the 13 C NMR spectra appear at d = 63.4-68. 6 and 83.7-96.4 ppm, respectively.…”

Section: Methodsmentioning

confidence: 92%

Copper(I) Iodide Catalyzed Domino Knoevenagel Hetero-Diels-Alder Reaction of Terminal Acetylenes: Synthesis of Pyrano[2,3-c]pyrazoles

Khoshkholgh¹,

Balalaie²,

Bijanzadeh³

et al. 2008

Synlett

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A new and efficient CuI-catalyzed domino Knoevenagel hetero-Diels-Alder reaction of 1-oxa-1,3-butadienes with terminal unactivated acetylenes as building blocks to afford pyrano[2,3-c]pyrazoles has been developed. The products were obtained in good to high yields in most cases. Synthesis of polycyclic compounds in one-pot, with easy workup, and mild reaction conditions are advantages of our reported method.

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“…However, these methods are still not satisfactory in view of using catalyst, organic solvent waste, harsh reaction conditions, long reaction time and operational complexity. These facts and in continuation our previous studies on the development of new facile routes in heterocyclic synthesis [18][19][20][21][22][23][24][25] led us to explore other clean method for the synthesis of a new class of the important quinolinones derivatives.…”

Section: Introductionmentioning

confidence: 83%

Facile One-Pot Synthesis of Novel Hexahydro-2-quinolinecarboxylic Acids under Solvent-Free Reaction Conditions

Balalaie¹,

Abdolmohammadi²,

Soleimanifard³

2012

IJOC

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A simple and fastthree-component synthesis of new and biologically active hexahydro-2-quinolinecarboxylic acid scaffold 4 was carried out using cyclocondensation reaction of arylmethylidenepyruvic acids 1, 1,3-cyclohexandiones 2 and ammonium acetate 3 under solvent-free conditions and at room temperature. This protocol has the advantages of facility, easy work-up, high yields, short reaction time and environmentally friendly character.

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Intramolecular hetero-Diels–Alder reaction of 1-oxa-1,3-butadienes with terminal acetylenes in aqueous media using CuI

Cited by 51 publications

References 45 publications

Chromeno[2,3-d]pyrimidine-triones Synthesis by a Three-Component Coupling Reaction

Chromeno[2,3-d]pyrimidine-triones Synthesis by a Three-Component Coupling Reaction

Copper(I) Iodide Catalyzed Domino Knoevenagel Hetero-Diels-Alder Reaction of Terminal Acetylenes: Synthesis of Pyrano[2,3-c]pyrazoles

Facile One-Pot Synthesis of Novel Hexahydro-2-quinolinecarboxylic Acids under Solvent-Free Reaction Conditions

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