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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Continuous Synthesis of Hydantoins: Intensifying the Bucherer-Bergs Reaction

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Author(s):
Monteiro, Julia L. [1, 2] ; Pieber, Bartholomaeus [2] ; Correa, Arlene G. [1] ; Kappe, C. Oliver [2]
Total Authors: 4
Affiliation:
[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil
[2] Graz Univ, Inst Chem, NAWI Graz, A-8010 Graz - Austria
Total Affiliations: 2
Document type: Journal article
Source: Synlett; v. 27, n. 1, p. 83-87, JAN 2016.
Web of Science Citations: 15
Abstract

A continuous Bucherer-Bergs hydantoin synthesis utilizing intensified conditions is reported. The methodology is characterized by a two-feed flow approach to independently feed the organic substrate and the aqueous reagent solution. The increased interfacial area of the biphasic reaction mixture and the lack of headspace enabled almost quantitative conversions within ca. 30 minutes at 120 degrees C and 20 bar even for unpolar starting materials. In addition, a selective N(3)-monoalkylation of the resulting heterocycles under batch microwave conditions is reported yielding potential acetylcholinesterase inhibitors. (AU)

FAPESP's process: 14/21319-8 - Evaluation of a continuous flow reactor for the synthesis of hydantoin, imidazolidinone and oxazolidine derivatives
Grantee:Júlia Lammoglia Monteiro
Support Opportunities: Scholarships abroad - Research Internship - Doctorate (Direct)