Literature DB >> 28418676

Palladium(0)-Catalyzed Dearomative [3 + 2] Cycloaddition of 3-Nitroindoles with Vinylcyclopropanes: An Entry to Stereodefined 2,3-Fused Cyclopentannulated Indoline Derivatives.

Maxime Laugeois1, Johanne Ling1, Charlène Férard1, Véronique Michelet1, Virginie Ratovelomanana-Vidal1, Maxime R Vitale1.   

Abstract

The palladium(0)-catalyzed diastereoselective dearomative cyclopentannulation of 3-nitroindoles with vinylcyclopropanes is described. This straightforward and highly atom-economical method leads to a wide range of functionalized indolines in good yields and diastereoselectivities and represents an unprecedented entry toward the valuable 2,3-fused cyclopentannulated indoline scaffold.

Entities:  

Year:  2017        PMID: 28418676     DOI: 10.1021/acs.orglett.7b00784

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


  5 in total

1.  Palladium-Catalyzed Cascade to Benzoxepins by Using Vinyl-Substituted Donor-Acceptor Cyclopropanes.

Authors:  Matteo Faltracco; Koen N A van de Vrande; Martijn Dijkstra; Jordy M Saya; Trevor A Hamlin; Eelco Ruijter
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-26       Impact factor: 15.336

Review 2.  Recent metal-catalysed approaches for the synthesis of cyclopenta[b]indoles.

Authors:  Thavaraj Vivekanand; Bishnupada Satpathi; Siddheshwar K Bankar; S S V Ramasastry
Journal:  RSC Adv       Date:  2018-05-22       Impact factor: 4.036

3.  Pd-catalyzed [3 + 2] cycloaddition of vinylcyclopropanes with 1-azadienes: synthesis of 4-cyclopentylbenzo[e][1,2,3]oxathiazine 2,2-dioxides.

Authors:  Yan Lin; Qijun Wang; Yang Wu; Chang Wang; Hao Jia; Cheng Zhang; Jiaxing Huang; Hongchao Guo
Journal:  RSC Adv       Date:  2018-12-05       Impact factor: 3.361

4.  Transition Metal-Catalyzed Selective Carbon-Carbon Bond Cleavage of Vinylcyclopropanes in Cycloaddition Reactions.

Authors:  Jianhua Wang; Stephanie A Blaszczyk; Xiaoxun Li; Weiping Tang
Journal:  Chem Rev       Date:  2020-08-05       Impact factor: 72.087

5.  Brønsted Acid Catalyzed (4 + 2) Cyclocondensation of 3-Substituted Indoles with Donor-Acceptor Cyclopropanes.

Authors:  Alesandere Ortega; Uxue Uria; Tomás Tejero; Liher Prieto; Efraim Reyes; Pedro Merino; Jose L Vicario
Journal:  Org Lett       Date:  2021-03-09       Impact factor: 6.072

  5 in total

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