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A tandem palladium-catalyzed Heck-lactonization through the reaction of ortho-iodophenols with β-substituted acrylates: synthesis of 4,6-substituted coumarins

Authors :
Alcides J. M. da Silva
Talita de A. Fernandes
Tatiana M. D. Goncalves
Rita de C. C. Carvalho
Paulo R. R. Costa
Source :
Tetrahedron Letters. 49:3322-3325
Publication Year :
2008
Publisher :
Elsevier BV, 2008.

Abstract

Coumarins were obtained in one pot through a palladium-catalyzed Heck-lactonization reaction involving ortho -iodophenols and methyl crotonate or a Z -enoate derived from d -mannitol. These reactions were investigated under different conditions and palladium sources. In the more interesting cases, coumarins were prepared in water, using triethylamine as base and 1 mol % of PdCl 2 as catalyst.

Details

ISSN :
00404039
Volume :
49
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........ddf436c011fde06bc702e1f912b94c9b
Full Text :
https://doi.org/10.1016/j.tetlet.2008.03.037