An Efficient Synthesis of Stable Phosphorus Ylides Derived from Triphenylphosphine, Dialkyl Acetylenedicarboxylates, and an NH-Acid

2006 ◽  
Vol 181 (4) ◽  
pp. 865-877 ◽  
Author(s):  
Malek Taher Maghsoodlou ◽  
Norollah Hazeri ◽  
Sayyed Mostafa Habibi Khorassani ◽  
Reza Heydari ◽  
Mahmoud Nassiri ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Phosphorus Ylides ◽  
Dialkyl Acetylenedicarboxylates ◽  
Stable Phosphorus Ylides

An Efficient Synthesis of New Stable Phosphorus Ylides Containing Sulfur and Nitrogen Atoms

2007 ◽  
Vol 182 (5) ◽  
pp. 1003-1010 ◽  
Author(s):  
Mohammad Reza Islami ◽  
Hassan Sheibani ◽  
Fatemeh Alsadat Hosseininasab ◽  
Avid Hassanpour
Keyword(s):  
Efficient Synthesis ◽  
Phosphorus Ylides ◽  
Stable Phosphorus Ylides

An Efficient Synthesis of Stable Phosphorus Ylides Derived from Pyrazole and Indazole

2006 ◽  
Vol 181 (1) ◽  
pp. 25-30 ◽  
Author(s):  
Malek Taher Maghsoodlou ◽  
Nourollah Hazeri ◽  
Sayyed Mostafa Habibi Khorasani ◽  
Reza Kakaei ◽  
Mahmoud Nassiri
Keyword(s):  
Efficient Synthesis ◽  
Phosphorus Ylides ◽  
Stable Phosphorus Ylides

Theoretical study and synthesis of the reaction between triphenylphosphine, dialkyl acetylenedicarboxylates and 2-aminobenzimidazole, 2-hydroxy-3-nitropyridine or 1,2,3,4-tetrahydrocarbazole

2010 ◽  
Vol 75 (8) ◽  
pp. 785-805 ◽  
Author(s):  
Sayyed Mostafa Habibi-Khorassani ◽  
Malek Taher Maghsoodlou ◽  
Ali Ebrahimi ◽  
Reza Heydari ◽  
Nourollah Hazeri ◽  
...  
Keyword(s):  
Double Bond ◽  
Carbonyl Group ◽  
Heterocyclic Compounds ◽  
Theoretical Study ◽  
Theoretical Calculations ◽  
Phosphorus Ylides ◽  
Geometrical Isomers ◽  
Dialkyl Acetylenedicarboxylates ◽  
Single Isomer ◽  
Stable Phosphorus Ylides

Triphenylphosphine reacts with dialkyl acetylenedicarboxylates in the presence of heterocyclic compounds, such as 2-aminobenzimidazole, 2-hydroxy-3-nitropyridine or 1,2,3,4-tetrahydrocarbazole to generate stable phosphorus ylides. Some ylides exist in solution as a mixture of two geometrical isomers as a result of restricted rotation around the carbon–carbon partical double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group, whereas others occur as a single isomer only. For this reason, the assignments of more stable Z- or E-isomers as the major or minor forms were investigated using theoretical calculations.

An Efficient Synthesis of Stable Phosphorus Ylides Derived from Hydantoin and 5,5-dialkylhydantoins

2002 ◽  
Vol 177 (4) ◽  
pp. 759-769 ◽  
Author(s):  
Issa Yavari ◽  
Nader Zabarjad-Shiraz ◽  
Malek Taher Maghsoodlou ◽  
Norollah Hazeri
Keyword(s):  
Efficient Synthesis ◽  
Phosphorus Ylides ◽  
Stable Phosphorus Ylides

Water–acetone Media Enforced Chemoselective Synthesis of 2-substituted Pyrrole Stable Phosphorus Ylides from Reaction between Pyrrole and Acetylenic Esters in the Presence of Triphenylphosphine

2007 ◽  
Vol 2007 (10) ◽  
pp. 566-568 ◽  
Author(s):  
Malek Taher Maghsoodlou ◽  
Nourollah Hazeri ◽  
Sayyed Mostafa Habibi-Khorassani ◽  
Zohreh Moeeni ◽  
Ghasem Marandi ◽  
...  
Keyword(s):  
Good Yield ◽  
Phosphorus Ylides ◽  
Acetylenic Esters ◽  
Dialkyl Acetylenedicarboxylates ◽  
Chemoselective Synthesis ◽  
Stable Phosphorus Ylides

Pyrrole undergoes a smooth reaction with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine in a mixture of water–acetone (50:50) as a solvent pathway to produce phosphorus ylides of 2-substituted pyrrole in good yield.

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