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Journal of the Brazilian Chemical Society

Print version ISSN 0103-5053

Abstract

VARGAS, Fabricio; TOLEDO, Fabiano T  and  COMASSETO, João V. N-Functionalized organolithium compounds via tellurium/lithium exchange reaction. J. Braz. Chem. Soc. [online]. 2010, vol.21, n.11, pp.2072-2078. ISSN 0103-5053.  http://dx.doi.org/10.1590/S0103-50532010001100007.

A set of tellurium amines have been evaluated in the tellurium/lithium exchange reaction. The nitrogen-containing organolithium compounds were efficiently prepared by using N-Bz tellurium amines and a mixture of n-butyllithium and lithium naphthalenide (LiNp) for performing the exchange reaction. The corresponding dianion intermediates were trapped with a wide range of electrophiles, furnishing the corresponding products in good to excellent yields. The reaction was also employed in the synthesis of phenethylamines.

Keywords : tellurium [lithium exchange reaction]; functionalized organolithium; dianion intermediate; phenethylamines.

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