Literature DB >> 22040015

Libraries of 2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-amine derivatives via a multicomponent assembly process/1,3-dipolar cycloaddition strategy.

Brett A Granger1, Kyosuke Kaneda, Stephen F Martin.   

Abstract

A Mannich-type multicomponent assembly process/1,3-dipolar cycloaddition strategy has been developed for the rapid and efficient construction of a parent tetrahydroisoquinoline fused isoxazolidine scaffold, which was subsequently functionalized using well-established protocols to access a diverse 70-membered library of novel 2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline-2-amine derivatives.

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Year:  2011        PMID: 22040015      PMCID: PMC3253940          DOI: 10.1021/co2001636

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  21 in total

Review 1.  Target-oriented and diversity-oriented organic synthesis in drug discovery.

Authors:  S L Schreiber
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

2.  Facile and unified approach to skeletally diverse, privileged scaffolds.

Authors:  James J Sahn; Justin Y Su; Stephen F Martin
Journal:  Org Lett       Date:  2011-04-22       Impact factor: 6.005

3.  Multicomponent assembly strategies for the synthesis of diverse tetrahydroisoquinoline scaffolds.

Authors:  Brett A Granger; Kyosuke Kaneda; Stephen F Martin
Journal:  Org Lett       Date:  2011-08-11       Impact factor: 6.005

4.  A Highly Active Catalyst for the Room-Temperature Amination and Suzuki Coupling of Aryl Chlorides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-08       Impact factor: 15.336

5.  (8a alpha,12a alpha,13a alpha)-5,8,8a,9,10,11,12,12a,13,13a-decahydro- 3-methoxy-12-(methylsulfonyl)-6H-isoquino[2,1-g][1,6]naphthyridi ne, a potent and highly selective alpha 2-adrenoceptor antagonist.

Authors:  R D Clark; D B Repke; A T Kilpatrick; C M Brown; A C MacKinnon; R U Clague; M Spedding
Journal:  J Med Chem       Date:  1989-09       Impact factor: 7.446

6.  Synthesis of Diverse Heterocyclic Scaffolds via Tandem Additions to Imine Derivatives and Ring-Forming Reactions.

Authors:  James D Sunderhaus; Chris Dockendorff; Stephen F Martin
Journal:  Tetrahedron       Date:  2009-09-15       Impact factor: 2.457

7.  Cardiovascular activity of some substituted 2-aminobenzoquinolizines.

Authors:  J W Van Dyke; H J Havera; R D Johnson; H Vidrio; A Viveros
Journal:  J Med Chem       Date:  1972-01       Impact factor: 7.446

8.  Synthesis and stereochemistry of 7-phenyl-2-propionanilidobenzo[a]quinolizidine derivatives. Structural probes of fentanyl analgesics.

Authors:  B E Maryanoff; D F McComsey; R J Taylor; J F Gardocki
Journal:  J Med Chem       Date:  1981-01       Impact factor: 7.446

9.  Applications of multicomponent reactions to the synthesis of diverse heterocyclic scaffolds.

Authors:  James D Sunderhaus; Stephen F Martin
Journal:  Chemistry       Date:  2009       Impact factor: 5.236

10.  1,3-disubstituted 4-aminopiperidines as useful tools in the optimization of the 2-aminobenzo[a]quinolizine dipeptidyl peptidase IV inhibitors.

Authors:  Thomas Lübbers; Markus Böhringer; Luca Gobbi; Michael Hennig; Daniel Hunziker; Bernd Kuhn; Bernd Löffler; Patrizio Mattei; Robert Narquizian; Jens-Uwe Peters; Yves Ruff; Hans Peter Wessel; Pierre Wyss
Journal:  Bioorg Med Chem Lett       Date:  2007-03-25       Impact factor: 2.823

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  8 in total

1.  Norbenzomorphan Framework as a Novel Scaffold for Generating Sigma 2 Receptor/PGRMC1 Subtype-Selective Ligands.

Authors:  James J Sahn; Timothy R Hodges; Jessica Z Chan; Stephen F Martin
Journal:  ChemMedChem       Date:  2016-02-24       Impact factor: 3.466

2.  Natural Products and Their Mimics as Targets of Opportunity for Discovery.

Authors:  Stephen F Martin
Journal:  J Org Chem       Date:  2017-09-15       Impact factor: 4.354

3.  Multicomponent, Mannich-type assembly process for generating novel, biologically-active 2-arylpiperidines and derivatives.

Authors:  Simon Hardy; Stephen F Martin
Journal:  Tetrahedron       Date:  2014-10-07       Impact factor: 2.457

Review 4.  Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification.

Authors:  James J Sahn; Brett A Granger; Stephen F Martin
Journal:  Org Biomol Chem       Date:  2014-08-19       Impact factor: 3.876

5.  Applications of Ring Closing Metathesis. Total Synthesis of (±)-Pseudotabersonine.

Authors:  Bo Cheng; James D Sunderhaus; Stephen F Martin
Journal:  Tetrahedron       Date:  2015-09-30       Impact factor: 2.457

6.  Multicomponent assembly processes for the synthesis of diverse yohimbine and corynanthe alkaloid analogues.

Authors:  Brett A Granger; Zhiqian Wang; Kyosuke Kaneda; Zhenglai Fang; Stephen F Martin
Journal:  ACS Comb Sci       Date:  2013-06-04       Impact factor: 3.784

7.  Expedient synthesis of norbenzomorphan library via multicomponent assembly process coupled with ring-closing reactions.

Authors:  James J Sahn; Stephen F Martin
Journal:  ACS Comb Sci       Date:  2012-08-20       Impact factor: 3.784

8.  Design, Synthesis, and Evaluation of Novel Anti-Trypanosomal Compounds.

Authors:  Lance T Lepovitz; Alan R Meis; Sarah M Thomas; Justin Wiedeman; Alexandra Pham; Kojo Mensa-Wilmot; Stephen F Martin
Journal:  Tetrahedron       Date:  2020-03-03       Impact factor: 2.457

  8 in total

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