期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 17, 期 40, 页码 11290-11295出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201101563
关键词
Appel reaction; halogenation; homogeneous catalysis; phosphorus heterocycles; synthetic methods
资金
- Netherlands Ministry of Economic Affairs
- Netherlands Ministry of Education, Culture and Science
Several important reactions in organic chemistry thrive on stoichiometric formation of phosphine oxides from phosphines. To avoid the resulting burden of waste and purification, cyclic phosphine oxides were evaluated for new catalytic reactions based on in situ regeneration. First, the ease of silane-mediated reduction of a range of cyclic phosphine oxides was explored. In addition, the compatibility of silanes with electrophilic halogen donors was determined for application in a catalytic Appel reaction based on in situ reduction of dibenzophosphole oxide. Under optimized conditions, alcohols were effectively converted to bromides or chlorides, thereby showing the relevance of new catalyst development and paving the way for broader application of organophosphorus catalysis by in situ reduction protocols.
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