Literature DB >> 12529140

Microwave-promoted Pd-catalyzed cyanation of aryl triflates: a fast and versatile access to 3-cyano-3-desoxy-10-ketomorphinans.

Ao Zhang1, John L Neumeyer.   

Abstract

[reaction: see text] A methodology for the microwave-promoted conversion of triflates to the corresponding nitriles by using 8% equiv of Pd(Ph(3)P)(4) as the catalyst and 2.0 equiv of Zn(CN)(2) as the cyanide source has been developed. This method is highly efficient for the preparation of 3-cyano-3-desoxy-10-ketomorphinans. The reaction was generally completed in 15 min at 200 degrees C and produced products in greater than 86% yields.

Entities:  

Mesh:

Substances:

Year:  2003        PMID: 12529140     DOI: 10.1021/ol027256p

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


  5 in total

Review 1.  Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

Authors:  Brad M Rosen; Kyle W Quasdorf; Daniella A Wilson; Na Zhang; Ana-Maria Resmerita; Neil K Garg; Virgil Percec
Journal:  Chem Rev       Date:  2010-12-06       Impact factor: 60.622

2.  Aminothiazolomorphinans with mixed κ and μ opioid activity.

Authors:  Tangzhi Zhang; Zhaohua Yan; Anna Sromek; Brian I Knapp; Thomas Scrimale; Jean M Bidlack; John L Neumeyer
Journal:  J Med Chem       Date:  2011-02-25       Impact factor: 7.446

3.  Exploring the active site of phenylethanolamine N-methyltransferase with 1,2,3,4-tetrahydrobenz[h]isoquinoline inhibitors.

Authors:  Gary L Grunewald; Mitchell R Seim; Rachel C Regier; Kevin R Criscione
Journal:  Bioorg Med Chem       Date:  2006-11-10       Impact factor: 3.641

4.  Synthesis and opioid receptor binding affinities of 2-substituted and 3-aminomorphinans: ligands for mu, kappa, and delta opioid receptors.

Authors:  Michael Decker; Yu-Gui Si; Brian I Knapp; Jean M Bidlack; John L Neumeyer
Journal:  J Med Chem       Date:  2010-01-14       Impact factor: 7.446

5.  Probing ligand recognition of the opioid pan antagonist AT-076 at nociceptin, kappa, mu, and delta opioid receptors through structure-activity relationships.

Authors:  V Blair Journigan; Willma E Polgar; Edward W Tuan; James Lu; Pankaj R Daga; Nurulain T Zaveri
Journal:  Sci Rep       Date:  2017-10-16       Impact factor: 4.379

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.