期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 23, 期 7, 页码 1521-1525出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201605772
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资金
- Singapore Ministry of Education (Singapore)
- Nanyang Technological University [RG 3/15]
A Pd-parallel to-catalyzed 2: 1 coupling reaction of alkynylbenziodoxole with carboxylic acid to afford (alk-1-en-3ynyl) benziodoxole, which is efficiently promoted by an octahydrophenazine ligand, is reported. The reaction involves a Pd-assisted 1,2-iodine(III) shift of the alkynylbenziodoxole followed by stereoselective introduction of carboxy and alkynyl groups (the latter originating from another molecule of the alkynylbenziodoxole) into the 1-position of the transient Pd-vinylidene species. The product of this 1,1-carboxyalkynylation reaction serves as a new functionalized enyne-type building block for further synthetic transformations.
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