Literature DB >> 18830678

A novel method for the synthesis of substituted 3,4-dihydrocoumarin derivatives via isocyanide-based three-component reaction.

Ahmad Shaabani1, Afshin Sarvary, Ebrahim Soleimani, Ali Hossein Rezayan, Marjan Heidary.   

Abstract

A new one-pot procedure for the efficient synthesis of novel 3,4-dihydrocoumarin derivatives using commercially available substituted 2-hydroxybenzaldehydes, Meldrum's acid, and isocyanides by a three-component condensation reaction in dichloromethane at room temperature without using any catalysts and activation was developed.

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Year:  2008        PMID： 18830678     DOI： 10.1007/s11030-008-9090-z

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


  22 in total

1.  Pairwise use of complexity-generating reactions in diversity-oriented organic synthesis.

Authors:  D Lee; J K Sello; S L Schreiber
Journal:  Org Lett       Date:  2000-03-09       Impact factor: 6.005

2.  Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: reactions and mechanistic aspects.

Authors:  Vincent Ritleng; Claude Sirlin; Michel Pfeffer
Journal:  Chem Rev       Date:  2002-05       Impact factor: 60.622

3.  Novel isocyanide-based four-component reaction: a facile synthesis of fully substituted 3,4-dihydrocoumarin derivatives.

Authors:  Ahmad Shaabani; Ebrahim Soleimani; Ali Hossein Rezayan; Afshin Sarvary; Hamid Reza Khavasi
Journal:  Org Lett       Date:  2008-05-27       Impact factor: 6.005

4.  A novel multicomponent synthesis of polysubstituted 5-aminooxazole and its new scaffold-generating reaction to pyrrolo[3,4-b]pyridine.

Authors:  X Sun; P Janvier; G Zhao; H Bienaymé; J Zhu
Journal:  Org Lett       Date:  2001-03-22       Impact factor: 6.005

5.  Efficient activation of aromatic C-H bonds for addition to C-C multiple bonds

Authors: 
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

6.  New method for preparation of coumarins and quinolinones via Pd-catalyzed intramolecular hydroarylation of C-C triple bonds.

Authors:  C Jia; D Piao; T Kitamura; Y Fujiwara
Journal:  J Org Chem       Date:  2000-11-03       Impact factor: 4.354

7.  Yb(OTf)3-catalyzed reactions of 5-alkylidene Meldrum's acids with phenols: one-pot assembly of 3,4-dihydrocoumarins, 4-chromanones, coumarins, and chromones.

Authors:  Eric Fillion; Aaron M Dumas; Bryan A Kuropatwa; Neil R Malhotra; Tamsyn C Sitler
Journal:  J Org Chem       Date:  2006-01-06       Impact factor: 4.354

8.  Mechanism of biochemical action of substituted 4-methylcoumarins. Part 11: Comparison of the specificities of acetoxy derivatives of 4-methylcoumarin and 4-phenylcoumarin to acetoxycoumarins: protein transacetylase.

Authors:  Ajit Kumar; Brajendra K Singh; Rahul Tyagi; Sapan K Jain; Sunil K Sharma; Ashok K Prasad; Hanumantharao G Raj; Ramesh C Rastogi; Arthur C Watterson; Virinder S Parmar
Journal:  Bioorg Med Chem       Date:  2005-07-01       Impact factor: 3.641

9.  Synthesis of 1-aminoimidazo[5,1-a]isoquinolinium salts based on multicomponent reactions of isocyanides.

Authors:  Ahmad Shaabani; Ebrahim Soleimani; Hamid Reza Khavasi
Journal:  J Comb Chem       Date:  2008-03-28

10.  Dramatic enhancement of catalytic activity in an ionic liquid: highly practical Friedel-Crafts alkenylation of arenes with alkynes catalyzed by metal triflates.

Authors:  Choong Eui Song; Da-un Jung; Su Yhen Choung; Eun Joo Roh; Sang-gi Lee
Journal:  Angew Chem Int Ed Engl       Date:  2004-11-19       Impact factor: 15.336
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  1 in total

Review 1.  Recent progress of isocyanide-based multicomponent reactions in Iran.

Authors:  Ahmad Shaabani; Ali Maleki; Ali Hossein Rezayan; Afshin Sarvary
Journal:  Mol Divers       Date:  2010-07-29       Impact factor: 2.943
  1 in total

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