4.4 Article

The molecular diversity of three-component reactions of 4-dimethylamino- or 4-methoxypyridine with acetylenedicarboxylates and arylidene cyanoacetates

Journal

TETRAHEDRON
Volume 69, Issue 49, Pages 10565-10572

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.10.040

Keywords

Multicomponent reaction; Diels-Alder reaction; Quinolizine; 2H-Pyrane; Diastereoselectivity

Funding

  1. National Natural Science Foundation of China [21272200]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions

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The three-component reactions of 4-dimethylamino- or 4-methoxypyridine with acetylenedicarboxylates and arylidene cyanoacetates showed very interesting molecular diversity. The polysubstituted 1,8,9,9a-tetrahydro-4H-1,4-ethanoquinolizines, 2H-pyran-2,3-dicarboxylates, and buta-1,3-diene-1,2,4-tricarboxylates derivatives can be formed in high yields and with good diastereoselectivity depending on the substrates and reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.

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