Literature DB >> 17877359

Synthesis of novel functionalized 3-spiropyrrolizidine and 3-spiropyrrolidine oxindoles from Baylis-Hillman adducts of isatin and heteroaldehydes with azomethine ylides via [3+2]-cycloaddition.

Ponnusamy Shanmugam1, Baby Viswambharan, Suchithra Madhavan.   

Abstract

A novel regioselective synthesis of a number of functionalized 3-spiropyrrolizidine and 3-spiropyrrolidine oxindoles from Baylis-Hillman adducts of isatin and heteroaldehydes via [3+2] cycloaddition of azomethine ylides in excellent yields has been reported.

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Year:  2007        PMID: 17877359     DOI: 10.1021/ol701533d

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


  7 in total

1.  Synthesis of first ever 4-quinolone-3-carboxylic acid-appended spirooxindole-pyrrolidine derivatives and their biological applications.

Authors:  Thangaraj Arasakumar; Sadasivam Mathusalini; Athar Ata; Ramasamy Shankar; Subashini Gopalan; Krishnasamy Lakshmi; Pandiyarajan Sakthivel; Palathurai Subramaniam Mohan
Journal:  Mol Divers       Date:  2016-09-26       Impact factor: 2.943

Review 2.  Molecular diversity of spirooxindoles. Synthesis and biological activity.

Authors:  Tetyana L Pavlovska; Ruslan Gr Redkin; Victoria V Lipson; Dmytro V Atamanuk
Journal:  Mol Divers       Date:  2015-09-29       Impact factor: 2.943

3.  (1R*,3'S*,4'R*)-4'-(4-Chloro-phen-yl)-3'-[(4-hy-droxy-2-oxo-1,2-dihydro-quinolin-3-yl)carbon-yl]-1'-methyl-spiro-[ace-naphthyl-ene-1,2'-pyrrolidin]-2-one.

Authors:  K N Vennila; M Sankaran; P S Mohan; D Velmurugan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-11-19

4.  Additive-assisted regioselective 1,3-dipolar cycloaddition of azomethine ylides with benzylideneacetone.

Authors:  Chuqin Peng; Jiwei Ren; Jun-An Xiao; Honggang Zhang; Hua Yang; Yiming Luo
Journal:  Beilstein J Org Chem       Date:  2014-02-07       Impact factor: 2.883

5.  Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2'-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line.

Authors:  Perumal Gobinath; Ponnusamy Packialakshmi; Ali Daoud; Saud Alarifi; Akbar Idhayadhulla; Surendrakumar Radhakrishnan
Journal:  Molecules       Date:  2020-12-11       Impact factor: 4.411

6.  Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione.

Authors:  Yan Sun; Jing Sun; Chao-Guo Yan
Journal:  Beilstein J Org Chem       Date:  2013-01-03       Impact factor: 2.883

7.  Highly Efficient and Stereoselective Construction of Bispirooxindole Derivatives via a Three-Component 1,3-Dipolar Cycloaddition Reaction.

Authors:  Qin Xu; De Wang; Yin Wei; Min Shi
Journal:  ChemistryOpen       Date:  2014-06-18       Impact factor: 2.911

  7 in total

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