Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 24, Pages 8745-8749Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201501094
Keywords
aldehydes; alkynylation; CH activation; hypervalent iodine; radicals
Categories
Funding
- National Natural Science Foundation of China [21202100]
- Chinese Academy of Sciences [XDA01040302]
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A direct C(sp(2))H alkynylation of aldehyde C(O)H bonds with hypervalent iodine alkynylation reagents provides ynones under metal-free conditions. In this method, 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) constitutes an efficient alkynylation reagent for the introduction of the triple bond. The substrate scope is extended to a variety of (hetero)aromatic, aliphatic, and ,-unsaturated aldehydes.
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