Literature DB >> 26390020

Copper(I)-Y Zeolite-Catalyzed Regio- and Stereoselective [2 + 2 + 2] Cyclotrimerization Cascade: An Atom- and Step-Economical Synthesis of Pyrimido[1,6-a]quinoline.

Devenderan Ramanathan1, Kasi Pitchumani1.   

Abstract

An elegant copper(I)-Y zeolite-catalyzed tandem process, involving ketenimine-based termolecular [2 + 2 + 2]/[NC + CC + NC] cycloaddition, using sulfonyl azide, alkyne, and quinoline, to prepare pyrimido[1,6-a]quinolines is reported. In this straightforward, highly atom- and step-economical protocol, copper(I) promotes for azide-alkyne [3 + 2] cycloaddition which is followed by ring-rearrangement/ketenimine formation/regio- and stereoselective [2 + 2 + 2] termolecular cycloaddition and dehydrogenation cascade to yield selectively the E-isomer of pyrimido[1,6-a]quinoline.

Entities:  

Year:  2015        PMID: 26390020     DOI: 10.1021/acs.joc.5b01896

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction.

Authors:  Weiguang Yang; Yu Zhao; Zitong Zhou; Li Li; Liao Cui; Hui Luo
Journal:  RSC Adv       Date:  2021-02-25       Impact factor: 3.361

  1 in total

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