Literature DB >> 18671435

Solution phase synthesis of a diverse library of highly substituted isoxazoles.

Jesse P Waldo1, Saurabh Mehta, Benjamin Neuenswander, Gerald H Lushington, Richard C Larock.   

Abstract

The iodocyclization of O-methyloximes of 2-alkyn-1-ones affords 4-iodoisoxazoles, which undergo various palladium-catalyzed reactions to yield 3,4,5-trisubstituted isoxazoles. The palladium-catalyzed processes have been adapted to parallel synthesis utilizing commercially available boronic acid, acetylene, styrene, and amine sublibraries. Accordingly, a diverse 51-member library of 3,4,5-trisubstituted isoxazoles has been generated.

Entities:  

Mesh:

Substances:

Year:  2008        PMID: 18671435      PMCID: PMC3750120          DOI: 10.1021/cc800055x

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  15 in total

1.  Combinatorial synthesis and biological evaluation of isoxazole-based libraries as antithrombotic agents.

Authors:  S Batra; T Srinivasan; S K Rastogi; B Kundu; A Patra; A P Bhaduri; M Dixit
Journal:  Bioorg Med Chem Lett       Date:  2002-08-05       Impact factor: 2.823

2.  5-(4-Chlorophenyl)-4-methyl-3-(1-(2-phenylethyl)piperidin-4-yl)isoxazole: a potent, selective antagonist at human cloned dopamine D4 receptors.

Authors:  M Rowley; H B Broughton; I Collins; R Baker; F Emms; R Marwood; S Patel; S Patel; C I Ragan; S B Freedman; P D Leeson
Journal:  J Med Chem       Date:  1996-05-10       Impact factor: 7.446

3.  Palladium-catalyzed cross-coupling reactions in total synthesis.

Authors:  K C Nicolaou; Paul G Bulger; David Sarlah
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-18       Impact factor: 15.336

4.  Novel class of potent 4-arylalkyl substituted 3-isoxazolol GABA(A) antagonists: synthesis, pharmacology, and molecular modeling.

Authors:  Bente Frølund; Anne T Jørgensen; Lena Tagmose; Tine B Stensbøl; Henrik T Vestergaard; Christine Engblom; Uffe Kristiansen; Connie Sanchez; Povl Krogsgaard-Larsen; Tommy Liljefors
Journal:  J Med Chem       Date:  2002-06-06       Impact factor: 7.446

5.  Molecular properties that influence the oral bioavailability of drug candidates.

Authors:  Daniel F Veber; Stephen R Johnson; Hung-Yuan Cheng; Brian R Smith; Keith W Ward; Kenneth D Kopple
Journal:  J Med Chem       Date:  2002-06-06       Impact factor: 7.446

Review 6.  Selective inhibitors of cyclooxygenase-2 (COX-2).

Authors:  J J Talley
Journal:  Prog Med Chem       Date:  1999

7.  Carbonylative Sonogashira coupling of terminal alkynes with aqueous ammonia.

Authors:  Mohamed S Mohammed Ahmed; Atsunori Mori
Journal:  Org Lett       Date:  2003-08-21       Impact factor: 6.005

8.  Synthesis and biological evaluation of N-heterocyclic indolyl glyoxylamides as orally active anticancer agents.

Authors:  Wen-Tai Li; Der-Ren Hwang; Ching-Ping Chen; Chien-Wei Shen; Chen-Long Huang; Tung-Wei Chen; Chi-Hung Lin; Yee-Ling Chang; Ying-Ying Chang; Yue-Kan Lo; Huan-Yi Tseng; Chu-Chung Lin; Jeng-Shin Song; Hua-Chien Chen; Shu-Jen Chen; Se-Hui Wu; Chiung-Tong Chen
Journal:  J Med Chem       Date:  2003-04-24       Impact factor: 7.446

9.  4-[5-Methyl-3-phenylisoxazol-4-yl]- benzenesulfonamide, valdecoxib: a potent and selective inhibitor of COX-2.

Authors:  J J Talley; D L Brown; J S Carter; M J Graneto; C M Koboldt; J L Masferrer; W E Perkins; R S Rogers; A F Shaffer; Y Y Zhang; B S Zweifel; K Seibert
Journal:  J Med Chem       Date:  2000-03-09       Impact factor: 7.446

10.  The synthesis of highly substituted isoxazoles by electrophilic cyclization: an efficient synthesis of valdecoxib.

Authors:  Jesse P Waldo; Richard C Larock
Journal:  J Org Chem       Date:  2007-11-03       Impact factor: 4.354

View more
  13 in total

1.  Solution-phase parallel synthesis of a multi-substituted benzo[b]thiophene library.

Authors:  Chul-Hee Cho; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  J Comb Chem       Date:  2009 Sep-Oct

2.  Synthesis and SAR of novel isoxazoles as potent c-jun N-terminal kinase (JNK) inhibitors.

Authors:  Yuanjun He; Derek Duckett; Weimin Chen; Yuan Yuan Ling; Michael D Cameron; Li Lin; Claudia H Ruiz; Philip V Lograsso; Theodore M Kamenecka; Marcel Koenig
Journal:  Bioorg Med Chem Lett       Date:  2013-12-04       Impact factor: 2.823

3.  Solution-phase synthesis of a highly substituted furan library.

Authors:  Chul-Hee Cho; Feng Shi; Dai-Il Jung; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  ACS Comb Sci       Date:  2012-06-11       Impact factor: 3.784

4.  Solution-phase parallel synthesis of a diverse library of 1,2-dihydroisoquinolines.

Authors:  Nataliya A Markina; Raffaella Mancuso; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  ACS Comb Sci       Date:  2011-03-16       Impact factor: 3.784

5.  Highly substituted lactone/ester-containing furan library by the palladium-catalyzed carbonylation of hydroxyl-substituted 3-iodofurans.

Authors:  Chul-Hee Cho; Richard C Larock
Journal:  ACS Comb Sci       Date:  2011-03-24       Impact factor: 3.784

6.  Isoxazolodihydropyridinones: 1,3-dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines.

Authors:  Keith C Coffman; Timothy P Hartley; Jerry L Dallas; Mark J Kurth
Journal:  ACS Comb Sci       Date:  2012-03-16       Impact factor: 3.784

7.  Diverse methyl sulfone-containing benzo[b]thiophene library via iodocyclization and palladium-catalyzed coupling.

Authors:  Chul-Hee Cho; Benjamin Neuenswander; Richard C Larock
Journal:  J Comb Chem       Date:  2010-03-08

8.  Solution-phase synthesis of a diverse isocoumarin library.

Authors:  Sujata Roy; Sudipta Roy; Benjamin Neuenswander; David Hill; Richard C Larock
Journal:  J Comb Chem       Date:  2009 Nov-Dec

9.  Solution-phase parallel synthesis of a multisubstituted cyclic imidate library.

Authors:  Saurabh Mehta; Jesse P Waldo; Benjamin Neuenswander; Gerald H Lushington; Richard C Larock
Journal:  ACS Comb Sci       Date:  2013-04-04       Impact factor: 3.784

10.  Palladium- and copper-catalyzed solution phase synthesis of a diverse library of isoquinolines.

Authors:  Sudipta Roy; Sujata Roy; Benjamin Neuenswander; David Hill; Richard C Larock
Journal:  J Comb Chem       Date:  2009 Nov-Dec
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.