Synthesis of Dialkyl-1,1-diacetyl-8a-hydroxy-8-oxo-1,2,8,8atetrahydrocyclopenta[ a]indene-2,3-dicarboxylates from the Reaction of Dialkyl-2-(1-acetyl-2-oxopropyl)-3- (tributylphosphoranylidene)succinates with Indene-1,2,3-trione
Corresponding Author(s) : ALI RAMAZANI
aliramazani@gmail.com
Asian Journal of Chemistry,
Vol. 19 No. 2 (2007): Vol 19 Issue 2
Abstract
Protonation of the highly reactive 1:1 intermediates produced in the reaction between tributylphosphine and dialkyl acetylenedicarboxylates by acetylacetone leads to sterically congested phosphorus ylides. Reaction between the sterically congested phosphorus ylides with ninhydrin leads to stereoselective synthesis of dialkyl 1,1-diacetyl-8a-hydroxy-8-oxo-1,2,8,8a-tetrahydrocyclopenta[a]indene-2,3-carboxylates in the presence of Magnesium sulfate powder under microwave irradiation (1 KW, 3 min) in solvent-free conditions.
Keywords
Magnesium sulfate
Wittig reaction
Solventfree conditions
Ninhydrin
Tributylphosphine
Microwave irradiation
RAMAZANI, A., AHMADI, E., YOUSEFTABAR MIRI, L., JAFARI, A., & HEIDARI, A. (2010). Synthesis of Dialkyl-1,1-diacetyl-8a-hydroxy-8-oxo-1,2,8,8atetrahydrocyclopenta[ a]indene-2,3-dicarboxylates from the Reaction of Dialkyl-2-(1-acetyl-2-oxopropyl)-3- (tributylphosphoranylidene)succinates with Indene-1,2,3-trione. Asian Journal of Chemistry, 19(2), 1575–1577. Retrieved from https://asianpubs.org/index.php/ajchem/article/view/20348
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