Literature DB >> 20830519

Domino Michael-O-alkylation: one-pot synthesis of dialkyl 4-oxo-2,3-dihydro-2,3-furandicarboxylates.

Issa Yavari1, Mehdi Sirouspour, Sanaz Souri.   

Abstract

The KSCN-catalyzed reaction of dialkyl acetylenedicarboxylates with pentane-2,4-dione in acetone, led to dialkyl 2-(1-acetyl-2-oxopropyl)-2-butenedioates in excellent yields. When these reactions were carried out in MEK (butane-2-one), dialkyl 4-oxo-2,3-dihydro-2,3-furandicarboxylates were obtained exclusively. This difference in reactivity is discussed in terms of the possibility of cationic exchange in butane-2-one.

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Year:  2010        PMID： 20830519     DOI： 10.1007/s11030-010-9265-2

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  3 in total

1.  C-C versus C-O anionic domino cycloalkylation of stabilized carbanions: facile one-pot stereoselective preparation of functionalized bridged bicycloalkanones and cyclic enol ethers.

Authors:  T Lavoisier-Gallo; E Charonnet; J M Pons; M Rajzman; R Faure; J Rodriguez
Journal:  Chemistry       Date:  2001-03-02       Impact factor: 5.236

2.  Synthesis of functionalized 5-imino-2,5-dihydro-furans through the reaction of isocyanides with activated acetylenes in the presence of ethyl bromopyruvate.

Authors:  Issa Yavari; Zinatossadat Hossaini; Maryam Sabbaghan
Journal:  Mol Divers       Date:  2006-09-12       Impact factor: 2.943

3.  Reaction between alkyl isocyanides and isopropylidene Meldrum's acid in the presence of bidentate nucleophiles.

Authors:  Issa Yavari; Maryam Sabbaghan; Zinatossadat Hossaini
Journal:  Mol Divers       Date:  2006-11-23       Impact factor: 3.364
  3 in total
  3 in total

1.  Sulfonoketenimides as key intermediates for the synthesis of 2-thioxo-2H-1,3-thiazines and 2-arylimino-2H-1,3-thiazines.

Authors:  Issa Yavari; Manijeh Nematpour; Tahereh Damghani
Journal:  Mol Divers       Date:  2013-09-20       Impact factor: 2.943

2.  A tandem synthesis of functionalized azet-2(1H)-ones and azet-2(1H)-thiones.

Authors:  Issa Yavari; Manijeh Nematpour; Mohammad J Bayat
Journal:  Mol Divers       Date:  2013-09-17       Impact factor: 2.943

3.  Tandem synthesis of highly functionalized pyrazole derivatives from terminal alkynes, sulfonyl azides, diethyl azadicarboxylate, and sodium arylsulfinates.

Authors:  Issa Yavari; Manijeh Nematpour
Journal:  Mol Divers       Date:  2012-09-16       Impact factor: 2.943
  3 in total

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