Literature DB >> 29022628

Diversity-driven and facile 1,3-dipolar cycloaddition to access dispirooxindole-imidazolidine scaffolds.

Yu-Lun Qian1, Peng-Ju Xia, Jun Li, Qing-Lan Zhao, Jun-An Xiao, Hao-Yue Xiang, Hua Yang.   

Abstract

A diversity-driven three-component 1,3-dipolar cycloaddition of isatins, amino acids and isatin-derived ketimines was developed to facilely assemble dispirooxindole-imidazolidine skeletons bearing vicinal quaternary carbon centers. This protocol features additive-free, minimal solvent usage (0.1 mL DMSO/0.2 mmol scale), wide substrate scope (34 examples), mild reaction conditions (room temperature) and high chemical yield (up to 99%).

Entities:  

Year:  2017        PMID: 29022628     DOI: 10.1039/c7ob02319g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  [3+2]-Cycloaddition of azomethine ylides to 5-methylidene-3-aryl-2-сhalcogen-imidazolones: access to dispiro indolinone-pyrrolidine-imidazolones.

Authors:  Maxim E Kukushkin; Alexandra A Kondratieva; Nikita A Karpov; Dmitry E Shybanov; Viktor A Tafeenko; Vitaly A Roznyatovsky; Yuri K Grishin; Anna A Moiseeva; Nikolai V Zyk; Elena K Beloglazkina
Journal:  R Soc Open Sci       Date:  2022-03-09       Impact factor: 2.963

2.  Unexpected chiral vicinal tetrasubstituted diamines via borylcopper-mediated homocoupling of isatin imines.

Authors:  Marco Manenti; Leonardo Lo Presti; Giorgio Molteni; Alessandra Silvani
Journal:  Beilstein J Org Chem       Date:  2022-03-10       Impact factor: 2.883

  2 in total

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