Functionalized Organolithium Compounds Through an Arene-Catalyzed Lithiation

J. Almena; E. Alonso; F. Alonso; A. Bachki; P. Choudhury; F. Foubelo; C. Gómez; A. Guijarro; D. Guijarro; A. Gutiérrez; F. Huerta; E. Lorenzo; J. Ortiz; I. Pastor; D. Ramón; M. Yus

doi:10.3390/ecsoc-1-02003

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Functionalized Organolithium Compounds Through an Arene-Catalyzed Lithiation

J. Almena

E. Alonso

F. Alonso

A. Bachki

P. K. Choudhury

F. Foubelo

C. Gómez

A. Guijarro

D. Guijarro

A. Gutiérrez

F. F. Huerta

E. Lorenzo

J. Ortiz

I. Pastor

D. J. Ramón

M. Yus

¹ Departamento de Química Orgánica, Universidad de Alicante. E-03080 Alicante, Spain

Published: 01 September 1997 by MDPI in The 1st International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-1-02003

Abstract: Naphthalene- or DTBB-catalyzed lithiation of chloroimines 1, deprotonated chlorobenzyl alcohols, mercaptanes or amines 4, and 3-phenylthiopropylamine 7 in THF at -78deg.C leads to the formation of the corresponding intermediates 2, 5 and 8, which by reaction with carbonyl compounds as electrophiles afford the expected bifunctionalized compounds 3, 6 and 9, respectively.

Keywords: Fuctionalized organolithiums, arene-catalyzed lithiation

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