Literature DB >> 23957756

Construction of dispirocyclopentanebisoxindoles via self-domino Michael-aldol reactions of 3-phenacylideneoxindoles.

Jing Sun1, Ya-Jing Xie, Chao-Guo Yan.   

Abstract

A simple protocol for the construction of novel dispirocyclopentanebisoxindoles is accomplished by the base promoted domino reactions between two molecules of 3-phenacylideneoxindoles with the participation of solvents, alcohol, or other added nucleophiles such as amines or thiophenols. Significantly, this domino reaction results in the complex dispiro compounds with high yields and diastereoselectivity, which would allow construction of dispirocyclopentanebisoxindole with four and five diastereoisomeric centers using simple materials.

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Year:  2013        PMID: 23957756     DOI: 10.1021/jo4010603

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  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.  Tosylhydrazine-promoted self-conjugate reduction-Michael/aldol reaction of 3-phenacylideneoxindoles towards dispirocyclopentanebisoxindole derivatives.

Authors:  Sayan Pramanik; Chhanda Mukhopadhyay
Journal:  Beilstein J Org Chem       Date:  2022-04-27       Impact factor: 2.544

  2 in total

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