期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2016, 期 23, 页码 3930-3933出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600714
关键词
Acyl chlorides; Hypervalent compounds; Iodine; Appel reaction; Esterification; Amidation
资金
- Natural Sciences and Engineering Research Council (NSERC) of Canada
- University of Waterloo
A novel, in-situ synthesis of dichlorotriphenylphosphorane (Ph3PCl2) is accomplished upon combining PPh3 and the easily prepared hypervalent iodine reagent iodobenzene dichloride (PhICl2). The phosphorane is selectively generated in the presence of carboxylic acid or alcohol residues to rapidly produce acyl chlorides and alkyl chlorides in high yields. Addition of EtOH, PhOH, BnOH, Et2NH or CH2N2 results in the direct synthesis of esters, amides and diazo ketones from carboxylic acids.
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