Literature DB >> 18997927

1-Azadienes in cycloaddition and multicomponent reactions towards N-heterocycles.

Bas Groenendaal1, Eelco Ruijter, Romano V A Orru.   

Abstract

1-Azadienes are versatile building blocks for the efficient construction of various N-heterocycles. Depending on the substitution pattern and reaction partner, they may participate in a range of different reactions. An overview of recent methods for the generation of 1-azadienes is presented, as well as their application in cycloaddition, electrocyclization, and multicomponent reactions. Considering the broad range of reactivities and resulting heterocyclic scaffold structures, 1-azadienes are very useful reactive intermediates for the development of modular reaction sequences in diversity-oriented synthesis.

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Year:  2008        PMID: 18997927     DOI: 10.1039/b809206k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  15 in total

1.  REGIOSELECTIVE MULTICOMPONENT DOMINO REACTIONS PROVIDING RAPID AND EFFICIENT ROUTES TO FUSED ACRIDINES.

Authors:  Jin-Peng Zhang; Wei Fan; Jie Ding; Bo Jiang; Shu-Jiang Tu; Guigen Li
Journal:  Heterocycles       Date:  2013-12-17       Impact factor: 0.831

2.  Cyano Diels-Alder and cyano ene reactions. Applications in a formal [2 + 2 + 2] cycloaddition strategy for the synthesis of pyridines.

Authors:  Takeo Sakai; Rick L Danheiser
Journal:  J Am Chem Soc       Date:  2010-09-29       Impact factor: 15.419

3.  Why nature eschews the concerted [2 + 2 + 2] cycloaddition of a nonconjugated cyanodiyne. Computational study of a pyridine synthesis involving an ene-Diels-Alder-bimolecular hydrogen-transfer mechanism.

Authors:  Yu Lan; Rick L Danheiser; K N Houk
Journal:  J Org Chem       Date:  2012-01-25       Impact factor: 4.354

4.  Diversity oriented heterocyclizations of pyruvic acids, aldehydes and 5-amino-N-aryl-1H-pyrazole-4-carboxamides: catalytic and temperature control of chemoselectivity.

Authors:  Yana I Sakhno; Svetlana V Shishkina; Oleg V Shishkin; Vladimir I Musatov; Elena V Vashchenko; Sergey M Desenko; Valentin A Chebanov
Journal:  Mol Divers       Date:  2010-03-14       Impact factor: 2.943

5.  Domino constructions of pentacyclic indeno[2,1-c]quinolines and pyrano[4,3-b]oxepines by [4+1]/[3+2+1]/[5+1] and [4+3] multiple cyclizations.

Authors:  Bo Jiang; Bao-Ming Feng; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  Chemistry       Date:  2012-07-05       Impact factor: 5.236

6.  Enantioselective rhodium-catalyzed [4+2] cycloaddition of α,β-unsaturated imines and isocyanates.

Authors:  Kevin M Oberg; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2011-03-14       Impact factor: 15.419

7.  New Three-Component Bicyclization Leading to Densely Functionalized Pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidines.

Authors:  Wen-Juan Hao; Peng Zhou; Fei-Yue Wu; Bo Jiang; Shu-Jiang Tu; Guigen Li
Journal:  European J Org Chem       Date:  2016-03-29

8.  Enantioselective organocatalytic Hantzsch synthesis of polyhydroquinolines.

Authors:  Christopher G Evans; Jason E Gestwicki
Journal:  Org Lett       Date:  2009-07-16       Impact factor: 6.005

9.  Allylic amination and N-arylation-based domino reactions providing rapid three-component strategies to fused pyrroles with different substituted patterns.

Authors:  Bo Jiang; Ying Li; Man-Su Tu; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  J Org Chem       Date:  2012-08-13       Impact factor: 4.354

10.  Finding Furfural Hydrogenation Catalysts via Predictive Modelling.

Authors:  Zea Strassberger; Maurice Mooijman; Eelco Ruijter; Albert H Alberts; Ana G Maldonado; Romano V A Orru; Gadi Rothenberg
Journal:  Adv Synth Catal       Date:  2010-09-02       Impact factor: 5.837

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