The Lithium-arene (cat.) System: New Applications to Organic Transformations

E. Alonso; F. Alonso; A. Bachki; K. Choudhury; F. Foubelo; C. Gomez; A. Guijaro; D. Guijaro; A. Gutierrez; F. Huerta; E. Lorenzo; P. Martinez; J. Ortiz; I Pastor; G. Radivoy; D. Ramin; S. Suiz; T. Soler; M. Yus

doi:10.3390/ecsoc-2-01679

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The Lithium-arene (cat.) System: New Applications to Organic Transformations

E. Alonso

F. Alonso

A. Bachki

K. Choudhury

F. Foubelo

C. Gomez

A. Guijaro

D. Guijaro

A. Gutierrez

F. F. Huerta

E. Lorenzo

P. Martinez

J. J. Ortiz

I Pastor

G. E. Radivoy

D. J. Ramin

S. Suiz

T. Soler

M. Yus

¹ Departamento de Quimica Organica, Universidad de Alicante, E-03080 Alicante, Spain.

Published: 01 November 1998 by MDPI in The 2nd International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-2-01679

Abstract: Epoxide 1 and benzamides 4 can be transformed, by means of an excess of lithium and a catalytic amount of an arene (naphthalene or DTBB) upon reaction of intermediates 2 and 5 with different electrophiles, into the D-glucose 3 and cyclohexadiene derivatives 6, respectively. The same couple lithium-arene in the presence of nickel chloride dihydrate can also be used in the reduction of halogenated compounds 7 to yield products 8.

Keywords: Anilines, chloroacetamides, sulfur, monothiooxamides, 2-carbamoylbenzothiazoles, thiooxanilic acids, benzothiazole-2-carboxylic acids.

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