Clean synthesis of alpha-bromo ketones and their utilisation in the synthesis of 2-alkoxy-2,3-dihydro-2-aryl-1,4-benzodioxanes, 2-amino-4-aryl-1,3-thiazoles and piperidino-2-amino-1,3-thiazoles using polymer-supported reagents

Citation
J. Habermann et al., Clean synthesis of alpha-bromo ketones and their utilisation in the synthesis of 2-alkoxy-2,3-dihydro-2-aryl-1,4-benzodioxanes, 2-amino-4-aryl-1,3-thiazoles and piperidino-2-amino-1,3-thiazoles using polymer-supported reagents, J CHEM S P1, (17), 1999, pp. 2425-2427
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
17
Year of publication
1999
Pages
2425 - 2427
Database
ISI
SICI code
0300-922X(1999):17<2425:CSOAKA>2.0.ZU;2-C
Abstract
An array of 2-alkoxy-2,3-dihydro-2-aryl-1,4-benzodioxane derivatives and 2- amino-1,3-thiazoles were prepared in high yield using a straightforward thr ee-step and two- step sequence of polymer-supported reagents, respectively and other polymer-supported sequestering reagents without any chromatograph ic purification step. A key step involves clean and efficient bromination o f acetophenones using polymer-supported pyridinium bromide perbromide (PSPB P) and subsequent cyclisation reaction.