Literature DB >> 16524293

A high-yielding preparation of beta-ketonitriles.

Yaohui Ji1, William C Trenkle, James V Vowles.   

Abstract

[reaction: see text] beta-Ketonitriles are important precursors for a wide variety of biologically active heterocycles. A facile procedure for the high-yielding acylation of nitrile anions with unactivated esters to provide beta-ketonitriles is reported. The procedure is successful with enolizable and nonenolizable esters as well as hindered nitrile anions.

Entities:  

Year:  2006        PMID: 16524293     DOI: 10.1021/ol053164z

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


  6 in total

1.  Discovery of 2-(2-benzoxazoyl amino)-4-aryl-5-cyanopyrimidine as negative allosteric modulators (NAMs) of metabotropic glutamate receptor 5 (mGlu₅): from an artificial neural network virtual screen to an in vivo tool compound.

Authors:  Ralf Mueller; Eric S Dawson; Jens Meiler; Alice L Rodriguez; Brian A Chauder; Brittney S Bates; Andrew S Felts; Jeffrey P Lamb; Usha N Menon; Sataywan B Jadhav; Alexander S Kane; Carrie K Jones; Karen J Gregory; Colleen M Niswender; P Jeffrey Conn; Christopher M Olsen; Danny G Winder; Kyle A Emmitte; Craig W Lindsley
Journal:  ChemMedChem       Date:  2012-01-20       Impact factor: 3.466

2.  Deacylative allylation: allylic alkylation via retro-Claisen activation.

Authors:  Alexander J Grenning; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2011-08-24       Impact factor: 15.419

3.  Facile iterative synthesis of 2,5-terpyrimidinylenes as nonpeptidic alpha-helical mimics.

Authors:  Laura Anderson; Mingzhou Zhou; Vasudha Sharma; Jillian M McLaughlin; Daniel N Santiago; Frank R Fronczek; Wayne C Guida; Mark L McLaughlin
Journal:  J Org Chem       Date:  2010-06-18       Impact factor: 4.354

4.  Efficient Synthesis of ESI-09, A Novel Non-cyclic Nucleotide EPAC Antagonist.

Authors:  Haijun Chen; Chunyong Ding; Christopher Wild; Huiling Liu; Tianzhi Wang; Mark A White; Xiaodong Cheng; Jia Zhou
Journal:  Tetrahedron Lett       Date:  2013-03-20       Impact factor: 2.415

5.  Synthesis of highly functionalized 2,2'-bipyridines by cyclocondensation of β-ketoenamides - scope and limitations.

Authors:  Paul Hommes; Hans-Ulrich Reissig
Journal:  Beilstein J Org Chem       Date:  2016-06-09       Impact factor: 2.883

6.  Studies with beta-oxoalkanonitriles: simple novel synthesis of 3-[2,6-diaryl-4- pyridyl]-3-oxopropanenitriles.

Authors:  Sayed M Riyadh; Hamad M Al-Matar; Mohamed H Elnagdi
Journal:  Molecules       Date:  2008-12-15       Impact factor: 4.411

  6 in total

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