One-Pot Synthesis of Some New α-Bromoketals and Acetals via 1,8-Diazabicyclo[5.4.0] Undec-7-ene-Hydrobromide-Perbromide
α-Bromoketals and acetals are important synthetic precursors in organic synthesis. In this work, some new α-bromoketals are synthesized by the reaction of aryl methyl ketones with diols in the presence of 1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) hydrobromide-perbromide in good isolated yields. The...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR
2017-06-01
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| Series: | Iranian Journal of Chemistry & Chemical Engineering |
| Subjects: | |
| Online Access: | http://www.ijcce.ac.ir/article_28056_dabc6bd585e18ec14316c929c19895ef.pdf |
| Summary: | α-Bromoketals and acetals are important synthetic precursors in organic synthesis. In this work, some new α-bromoketals are synthesized by the reaction of aryl methyl ketones with diols in the presence of 1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) hydrobromide-perbromide in good isolated yields. The latter compound converts aldehydes to acetals and serves as a new and efficient reagent for the synthesis of acetals. Comparative studies of the preparation of α-bromoketal and acetals using some reported methods versus the present method show that DBUH-Br3 is one of the most efficient reagents for the preparation of these compounds. Conversion of carbonyl compounds to corresponding α-bromoketals and acetals in the presence of DBUH-Br3 under microwave irradiation is also described. |
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| ISSN: | 1021-9986 1021-9986 |