Literature DB >> 19067543

A cascade approach to pyridines from 2-azido-2,4-dienoates and alpha-diazocarbonyl compounds.

Zheng-Bo Chen1, Deng Hong, Yan-Guang Wang.   

Abstract

A one-pot synthesis of substituted pyridines via a cascade reaction of 2-azido-2,4-dienoates with alpha-diazocarbonyl compounds and triphenylphosphine is reported. The process involves a Staudinger-Meyer reaction, a Wolff rearrangement, an aza-Wittig reaction, and an electrocyclic ring-closure. The procedure is general and efficient. The substrates are readily available.

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Year:  2009        PMID: 19067543     DOI: 10.1021/jo802159g

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


  3 in total

1.  Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinone.

Authors:  Liming Cao; John P Maciejewski; Stephan Elzner; David Amantini; Peter Wipf
Journal:  Org Biomol Chem       Date:  2012-04-04       Impact factor: 3.876

Review 2.  Reactivities of vinyl azides and their recent applications in nitrogen heterocycle synthesis.

Authors:  Bao Hu; Stephen G DiMagno
Journal:  Org Biomol Chem       Date:  2015-04-07       Impact factor: 3.876

3.  Enantioselective synthesis of pactamycin, a complex antitumor antibiotic.

Authors:  Justin T Malinowski; Robert J Sharpe; Jeffrey S Johnson
Journal:  Science       Date:  2013-04-12       Impact factor: 47.728

  3 in total

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