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Fluorous Synthesis: Fluorous Protocols for the Ugi and Biginelli Multicomponent Condensations

Studer, A and Jeger, P and Wipf, P and Curran, DP (1997) Fluorous Synthesis: Fluorous Protocols for the Ugi and Biginelli Multicomponent Condensations. Journal of Organic Chemistry, 62 (9). 2917 - 2924. ISSN 0022-3263

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Abstract

A new protocol for multicomponent condensation reactions that uses fluorous (highly fluorinated) substrates is introduced. This method takes advantage of the ease of purification of fluorous compounds by liquid-liquid extractions between fluorous and organic solvents. The application of this method to the Ugi and Biginelli reactions is described. The condensation products of these two reactions, amino acid amides and dihydropyrimidines, are easily obtained without chromatography in high purities, even though the other reagents are used in very large excesses. This is the first demonstration of the suitability of fluorous phase methods for combinatorial synthesis of "druglike" organic molecules.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Studer, A
Jeger, P
Wipf, Ppwipf@pitt.eduPWIPF
Curran, DPcurran@pitt.eduCURRAN
Date: 1 January 1997
Date Type: Publication
Journal or Publication Title: Journal of Organic Chemistry
Volume: 62
Number: 9
Page Range: 2917 - 2924
DOI or Unique Handle: 10.1021/jo970095w
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0022-3263
PubMed ID: 11671655
Date Deposited: 21 Oct 2014 16:51
Last Modified: 25 Nov 2017 14:55
URI: http://d-scholarship.pitt.edu/id/eprint/23376

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