Literature DB >> 20302282

Highly stereoselective 7-endo-trig/ring contraction cascade to construct pyrrolo[1,2-a]quinoline derivatives.

Xinyu Li1, Cheng Li, Wenjing Zhang, Xiang Lu, Shiqing Han, Ran Hong.   

Abstract

With the cooperation of Cram's phenonium ion, a novel cascade reaction was illustrated to construct pyrrolo[1,2-a]quinolines as a sole diastereoisomer in good to excellent yields. Preliminary mechanistic studies revealed that the gamma-lactam ring and electron-rich arene are important driving forces for ring contraction.

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Year:  2010        PMID: 20302282     DOI: 10.1021/ol100220c

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


  5 in total

1.  Cascade intramolecular N-arylation/intermolecular carboamination reactions for the construction of tricyclic heterocycles.

Authors:  Georgia S Lemen; John P Wolfe
Journal:  Org Lett       Date:  2011-05-23       Impact factor: 6.005

2.  Homologation of Electron-Rich Benzyl Bromide Derivatives via Diazo C-C Bond Insertion.

Authors:  Atanu Modak; Juan V Alegre-Requena; Louis de Lescure; Kathryn J Rynders; Robert S Paton; Nicholas J Race
Journal:  J Am Chem Soc       Date:  2021-12-13       Impact factor: 15.419

3.  Aziridine Opening via a Phenonium Ion Enables Synthesis of Complex Phenethylamine Derivatives.

Authors:  Hannah M Holst; Jack T Floreancig; Casey B Ritts; Nicholas J Race
Journal:  Org Lett       Date:  2021-12-30       Impact factor: 6.005

4.  A one-pot multicomponent strategy for stereospecific construction of tricyclic pyrrolo[1,2-a]quinolines.

Authors:  Tuan-Jie Li; Hong-Mei Yin; Chang-Sheng Yao; Xiang-Shan Wang; Bo Jiang; Shu-Jiang Tu; Guigen Li
Journal:  Chem Commun (Camb)       Date:  2012-12-21       Impact factor: 6.222

5.  1,3-Dipolar [3 + 2] cycloaddition reactions of N,C,C-trisubstituted nitrones with ring-acceptor methylenecyclopropanes: a computational study.

Authors:  Mary Mensah; Evans Elikem Amepetey; Richard Tia; Evans Adei
Journal:  Springerplus       Date:  2016-12-05
  5 in total

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