Literature DB >> 17439135

Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates.

Mitsuru Shindo1, Yutaka Yoshimura, Maiko Hayashi, Hiroe Soejima, Takashi Yoshikawa, Kenji Matsumoto, Kozo Shishido.   

Abstract

An efficient synthetic method for the preparation of multisubstituted furans, thiophenes, and pyrroles using ynolates was developed. This novel formal [4 + 1] annulation by C2-C3 and C3-C4 bond formations includes cycloaddition, cyclization, decarboxylation, and dehydration as key steps.

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Year:  2007        PMID： 17439135     DOI： 10.1021/ol0705200

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


  5 in total

1.  Functionalized α,α-dibromo esters through Claisen rearrangements of dibromoketene acetals.

Authors:  Nathan J Dupper; Ohyun Kwon
Journal:  Org Lett       Date:  2015-02-11       Impact factor: 6.005

2.  Metal-catalyzed 1,2-shift of diverse migrating groups in allenyl systems as a new paradigm toward densely functionalized heterocycles.

Authors:  Alexander S Dudnik; Anna W Sromek; Marina Rubina; Joseph T Kim; Alexander V Kel'in; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2008-01-04       Impact factor: 15.419

3.  [3 + 2]-Cycloadditions of Azomethine Imines and Ynolates.

Authors:  Sarah E Winterton; Joseph M Ready
Journal:  Org Lett       Date:  2016-05-24       Impact factor: 6.005

4.  α-Acetoxyarone synthesis via iodine-catalyzed and tert-butyl hydroperoxide-mediateded self-intermolecular oxidative coupling of aryl ketones.

Authors:  Liquan Tan; Cui Chen; Weibing Liu
Journal:  Beilstein J Org Chem       Date:  2017-06-06       Impact factor: 2.883

5.  A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach.

Authors:  Carlos Eduardo M Salvador; Carlos Kleber Z Andrade
Journal:  Front Chem       Date:  2019-07-30       Impact factor: 5.221
  5 in total

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