Literature DB >> 16928063

Direct access to heterocyclic scaffolds by new multicomponent Ugi-Smiles couplings.

Laurent El Kaim1, Marie Gizolme, Laurence Grimaud, Julie Oble.   

Abstract

New heterocyclic scaffolds can be easily prepared by the coupling of heteroaromatic phenols (pyridines, pyrimidines) with carbonyl compounds, amines, and isocyanides. This transformation related to the Ugi reaction probably involves a Smiles rearrangement. The scope of this methodology is further extended by the successful use of heterocyclic thiols to form highly functionalized thioamides.

Entities:  

Year:  2006        PMID: 16928063     DOI: 10.1021/ol061605o

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Pseudo five-component synthesis of bis-alpha-acyloxy-beta-diketo amides from diimide-dicarboxylic acids.

Authors:  Ali Reza Karimi; Flora Behzadi; Khalil Faghihi
Journal:  Mol Divers       Date:  2009-02-14       Impact factor: 2.943

Review 2.  Ugi-Smiles couplings: new entries to N-aryl carboxamide derivatives.

Authors:  Laurent El Kaïm; Laurence Grimaud
Journal:  Mol Divers       Date:  2009-07-07       Impact factor: 2.943

3.  Xanthate based radical cascade toward multicomponent formation of pyrrolopyrimidines.

Authors:  Laurent El Kaïm; Laurence Grimaud; Patil Pravin
Journal:  Molecules       Date:  2011       Impact factor: 4.411

4.  Ionic liquid-promoted multi-component reaction: novel and efficient preparation of pyrazolo[3,4-b]pyridinone, pyrazolo[3,4-b]-quinolinone and their hybrids with pyrimidine nucleoside.

Authors:  Xinying Zhang; Dongfang Li; Xuesen Fan; Xia Wang; Xiaoyan Li; Guirong Qu; Jianji Wang
Journal:  Mol Divers       Date:  2009-06-12       Impact factor: 3.364

Review 5.  Isocyanide-Based Multicomponent Reactions for the Synthesis of Heterocycles.

Authors:  András Váradi; Travis C Palmer; Rebecca Notis Dardashti; Susruta Majumdar
Journal:  Molecules       Date:  2015-12-23       Impact factor: 4.411

  5 in total

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