Literature DB >> 26107660

Highly stereoselective construction of novel dispirooxindole-imidazolidines via self-1,3-dipolar cyclization of ketimines.

Yan-Hua Sun1, Yu Xiong, Chu-Qin Peng, Wu Li, Jun-An Xiao, Hua Yang.   

Abstract

An acid-promoted self-1,3-dipolar cycloaddition of ketimines derived from isatins and benzylamines was successfully developed to assemble unprecedented dispirooxindole-imidazolidine ring systems. Generally, excellent diastereoselectivities (only a single stereoisomer formed) and good yields (up to 94%) were obtained. Consequently, this self-1,3-dipolar cycloaddition protocol offers facile access to a novel dispiroheterocyclic skeleton.

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Year:  2015        PMID: 26107660     DOI: 10.1039/c5ob00954e

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


  2 in total

1.  Synthesis of functionalized dispiro[indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-indolines] via cyclodimerization of 3-phenacylideneoxindolines with benzoylhydrazides and arylhydrazines.

Authors:  Ren-Yin Yang; Jing Sun; Gong Jin; Chao-Guo Yan
Journal:  Mol Divers       Date:  2017-10-20       Impact factor: 2.943

2.  [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 in total

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