Literature DB >> 27530259

Enantioselective synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazole] derivatives via an organocatalytic asymmetric Michael/cyclization cascade reaction.

Jin Xie1, Xiao-Yu Xing, Feng Sha, Zhi-Yan Wu, Xin-Yan Wu.   

Abstract

An efficient enantioselective synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazole] derivatives by a cascade reaction between pyrazolones and isatylidene malononitriles is described. With only 1 mol% of (DHQD)2PYR, chiral spirooxindole derivatives have been produced in excellent yields (96-99%) with good-to-excellent enantioselectivities (up to 91% ee).

Entities:  

Year:  2016        PMID: 27530259     DOI: 10.1039/c6ob01256f

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


  5 in total

1.  Diastereoselective Synthesis of Spirocyclopropanes under Mild Conditions via Formal [2 + 1] Cycloadditions Using 2,3-Dioxo-4-benzylidene-pyrrolidines.

Authors:  Yi Li; Qing-Zhu Li; Li Huang; Hong Liang; Kai-Chuan Yang; Hai-Jun Leng; Yue Liu; Xu-Dong Shen; Xiao-Jun Gou; Jun-Long Li
Journal:  Molecules       Date:  2017-02-22       Impact factor: 4.411

2.  Cysteic acid grafted to magnetic graphene oxide as a promising recoverable solid acid catalyst for the synthesis of diverse 4H-chromene.

Authors:  Firouz Matloubi Moghaddam; Mohammad Eslami; Golfamsadat Hoda
Journal:  Sci Rep       Date:  2020-12-01       Impact factor: 4.379

3.  Novel cellulose supported 1,2-bis(4-aminophenylthio)ethane Ni(ii) complex (NiII(BAPTE)(NO3)2-Cell) as an efficient nanocatalyst for the synthesis of spirooxindole derivatives.

Authors:  Raziyeh Keshavarz; Mahnaz Farahi
Journal:  RSC Adv       Date:  2022-01-27       Impact factor: 3.361

4.  Catalyst-free four-component domino synthetic approach toward versatile multicyclic spirooxindole pyran scaffolds.

Authors:  Aref Mohammadi; Mohammad Bayat; Shima Nasri
Journal:  RSC Adv       Date:  2019-05-28       Impact factor: 3.361

Review 5.  Non-Covalent Organocatalyzed Domino Reactions Involving Oxindoles: Recent Advances.

Authors:  Tecla Gasperi; Martina Miceli; Jean-Marc Campagne; Renata Marcia de Figueiredo
Journal:  Molecules       Date:  2017-09-29       Impact factor: 4.411

  5 in total

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