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

We are working on a new version of the website! To complete the upgrade, Sciforum will be unavailable on Saturday 18 July from 09:00 to 15:00 CEST. Thank you for your understanding.

Previous Article in event

Synthesis of Some Sulfur Bridged Pyrimidines, Pyrazoles and Imidazoles

Next Article in event

(S)-6-Isopropyl-5-Phenyl-1,2,3,6-Tetrahydro-2-Pyrazinone: A New Chiral Glycine Equivalent for the Synthesis of (Z)-a,b-Didehydro-a-Amino Acid Derivatives

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

View paper