Literature DB >> 21834504

Multicomponent assembly strategies for the synthesis of diverse tetrahydroisoquinoline scaffolds.

Brett A Granger1, Kyosuke Kaneda, Stephen F Martin.   

Abstract

Several novel multicomponent assembly processes have been developed for the rapid and efficient assembly of various heterocyclic scaffolds bearing a tetrahydroisoquinoline core, each of which allows for facile derivatization to access a diverse array of compounds. This work led to the serendipitous discovery of a new method for the synthesis of a fused quinazolone ring system, which was applied to a one-step total synthesis of the quinazolinocarboline alkaloid rutaecarpine.

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Year:  2011        PMID: 21834504      PMCID: PMC3164803          DOI: 10.1021/ol201739u

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


  24 in total

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5.  The alkaloid rutaecarpine is a selective inhibitor of cytochrome P450 1A in mouse and human liver microsomes.

Authors:  Yune-Fang Ueng; Woan-Ching Jan; Lie-Chwen Lin; Ta-Liang Chen; F Peter Guengerich; Chieh-Fu Chen
Journal:  Drug Metab Dispos       Date:  2002-03       Impact factor: 3.922

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

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8.  Click chemistry based rapid one-pot synthesis and evaluation for protease inhibition of new tetracyclic triazole fused benzodiazepine derivatives.

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  16 in total

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Journal:  ACS Comb Sci       Date:  2012-02-01       Impact factor: 3.784

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

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5.  Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

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7.  APPLICATIONS OF MULTICOMPONENT ASSEMBLY PROCESSES TO THE FACILE SYNTHESES OF DIVERSELY FUNCTIONALIZED NITROGEN HETEROCYCLES.

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Review 8.  Evolution of a strategy for preparing bioactive small molecules by sequential multicomponent assembly processes, cyclizations, and diversification.

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

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