Universität zu Köln

Volovych, I., Neumann, M., Schmidt, M., Buchner, G., Yang, Ji-Yoon, Woelk, J., Sottmann, T., Strey, R., Schomaecker, R. and Schwarze, M. (2016). A novel process concept for the three step Boscalid (R) synthesis. RSC Adv., 6 (63). S. 58279 - 58288. CAMBRIDGE: ROYAL SOC CHEMISTRY. ISSN 2046-2069

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Abstract

Nowadays, the development of chemical processes using environmentally friendly solvents is of high importance. As an alternative to conventional reaction media based on organic solvents, we show a novel aqueous surfactant-based process concept which is used for the three step synthesis of the fungicide Boscalid (R). By applying three phase microemulsion systems for the Suzuki coupling reaction, the first step within the Boscalid (R) synthesis, a simple product and catalyst separation can be achieved, whereby the water-soluble homogeneous Pd/SPhos catalyst complex can be reused several times. Together with an easily recyclable heterogeneous PtIr@TiO2 catalyst, which is applied for the hydrogenation reaction in the second step, followed by base-assisted condensation to the final product Boscalid (R) in the third step, overall yields up to 90% are achievable for the whole reaction sequence. This result was obtained without any purification step in between that requires the use of further solvents. In this way the total synthesis costs can be reduced and solvent wastage can be avoided.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Volovych, I. UNSPECIFIED UNSPECIFIED UNSPECIFIED Neumann, M. UNSPECIFIED UNSPECIFIED UNSPECIFIED Schmidt, M. UNSPECIFIED UNSPECIFIED UNSPECIFIED Buchner, G. UNSPECIFIED UNSPECIFIED UNSPECIFIED Yang, Ji-Yoon UNSPECIFIED UNSPECIFIED UNSPECIFIED Woelk, J. UNSPECIFIED UNSPECIFIED UNSPECIFIED Sottmann, T. UNSPECIFIED UNSPECIFIED UNSPECIFIED Strey, R. UNSPECIFIED UNSPECIFIED UNSPECIFIED Schomaecker, R. UNSPECIFIED UNSPECIFIED UNSPECIFIED Schwarze, M. UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-289582
DOI:	10.1039/c6ra10484c
Journal or Publication Title:	RSC Adv.
Volume:	6
Number:	63
Page Range:	S. 58279 - 58288
Date:	2016
Publisher:	ROYAL SOC CHEMISTRY
Place of Publication:	CAMBRIDGE
ISSN:	2046-2069
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language CATALYZED CROSS-COUPLINGS; SUZUKI-MIYAURA REACTIONS; ASYMMETRIC HYDROGENATION; RHODIUM CATALYSTS; WATER; PALLADIUM; CHLORONITROBENZENE; LIGANDS; AMPHIPHILES; MEDIA Multiple languages Chemistry, Multidisciplinary Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/28958