A facile stereoselective synthesis of julolidine hybrid analogs via domino knoevenagel intramolecular hetero Diels–Alder reaction

We have reported here a facile stereoselective synthesis of julolidine hybrid analogs by employing domino Knoevenagel intramolecular hetero Diels–Alder reaction on symmetrical 1,3-diones and unsymmetrical 1,3-diones It was found that the cycloaddition proceeded efficiently under microwave irradiatio...

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Bibliographic Details
Published in:Tetrahedron letters 2012-04, Vol.53 (14), p.1748-1752
Main Authors: Ghoshal, Atanu, Sarkar, Asit R., Senthil kumaran, R., Hegde, Subramanya, Manickam, Govindaswamy, Jayashankaran, Jayadevan
Format: Article
Language:English
Subjects:
1,3-Dione
Analogs
Coumarin
Cycloaddition
Diels-Alder reactions
Domino Knoevenagel intramolecular hetero Diels–Alder reaction
Irradiation
Julolidine
Microwave
Microwaves
Synthesis (chemistry)
Tetrahedrons
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Summary:We have reported here a facile stereoselective synthesis of julolidine hybrid analogs by employing domino Knoevenagel intramolecular hetero Diels–Alder reaction on symmetrical 1,3-diones and unsymmetrical 1,3-diones It was found that the cycloaddition proceeded efficiently under microwave irradiation to afford highly stereoselective cycloadducts in good yields
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.01.103