SciELO - Scientific Electronic Library Online

 
vol.17 issue1Viscometric study of high-cis polybutadiene in toluene solutionN,N-dichloro-4-methylbenzenesulphonimide as a novel and efficient catalyst for acetylation of alcohols under mild conditions author indexsubject indexarticles search
Home Pagealphabetic serial listing  

Services on Demand

Journal

Article

Indicators

Related links

Share


Journal of the Brazilian Chemical Society

Print version ISSN 0103-5053On-line version ISSN 1678-4790

Abstract

SILVA JR., Luiz F.; PEDROZO, Eliane C.  and  FERRAZ, Helena M. C.. Rearrangement of b,g-unsaturated esters with thallium trinitrate: synthesis of indans bearing a b-keto ester moiety. J. Braz. Chem. Soc. [online]. 2006, vol.17, n.1, pp.200-205. ISSN 0103-5053.  http://dx.doi.org/10.1590/S0103-50532006000100029.

The rearrangement of b,g-unsaturated esters, such as 2-(3,4-dihydronaphthalen-1-yl)-propionic acid ethyl ester, with thallium trinitrate (TTN) in acetic acid leads to 3-indan-1-yl-2-methyl-3-oxo-propionic acid ethyl ester in good yield, through a ring contraction reaction. The new indans thus obtained feature a b-keto ester moiety, which would be useful for further functionalization.

Keywords : indan; ring contraction; thallium trinitrate; b-keto ester.

        · abstract in Portuguese     · text in English     · English ( pdf epdf )

 

Creative Commons License All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License