Literature DB >> 18047359

Efficient synthesis of highly substituted Pyrrolin-4-ones via PIFA-mediated cyclization reactions of enaminones.

Jie Huang1, Yongjiu Liang, Wei Pan, Yang Yang, Dewen Dong.   

Abstract

A convenient and efficient synthesis of highly substituted pyrrolin-4-ones is developed via the PIFA-mediated cyclization reactions of readily available enaminones, and a mechanism involving sequential cleavage of N-C bond, formation of new N-C bond, intramolecular addition reaction, and benzilic acid type rearrangement is proposed.

Entities:  

Year:  2007        PMID： 18047359     DOI： 10.1021/ol702362n

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


  5 in total

Review 1.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

2.  Asymmetric synthesis of 1H-pyrrol-3(2H)-ones from 2,3-diketoesters by combination of aldol condensation with benzilic acid rearrangement.

Authors:  Qiang Sha; Hadi Arman; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2016-01-04       Impact factor: 6.222

3.  Efficient synthesis of functionalized spiro[indoline-3,4'-pyrrolo[3,4-b]pyridines] via one-pot three-component reaction.

Authors:  Chao Wang; Yan-Hong Jiang; Chao-Guo Yan
Journal:  Mol Divers       Date:  2014-07-31       Impact factor: 2.943

4.  Allylic amination and N-arylation-based domino reactions providing rapid three-component strategies to fused pyrroles with different substituted patterns.

Authors:  Bo Jiang; Ying Li; Man-Su Tu; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  J Org Chem       Date:  2012-08-13       Impact factor: 4.354

5.  Methyl (2E)-2-cyano-3-(dimethyl-amino)-prop-2-enoate.

Authors:  Rajni Kant; Vivek K Gupta; Kamini Kapoor; D R Patil; D K Salunkhe; Madhukar B Deshmukh
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-10-13
  5 in total

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