Assembly of Conjugated Enynes and Substituted Indoles via CuI/Amino Acid-Catalyzed Coupling of 1-Alkynes with Vinyl Iodides and 2-Bromotrifluoroacetanilides
Feng Liu and Dawei Ma*
*State Key Laboratory of Bioorganic and Natural Products
Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences,
354 Fenglin Lu, Shanghai 200032, China, Email: madw
mail.sioc.ac.cn
F. Liu, D. Ma, J. Org. Chem., 2007, 72, 4844-4850.
DOI: 10.1021/jo070547x
see article for more reactions
Abstract
Cross-coupling of 1-alkynes with vinyl iodides catalyzed by CuI/N,N-dimethylglycine affords conjugated enynes in good to excellent yields. Heating a mixture of 2-bromotrifluoroacetanilide, 1-alkyne in the presence of CuI/L-proline leads to the formation of the corresponding indole.
see article for more examples
Facile Access to Polysubstituted Indoles via a Cascade Cu-Catalyzed Arylation-Condensation Process
Y. Chen, X. Xie, D. Ma, J. Org. Chem., 2007, 72, 9329-9334.
Key Words
ID: J42-Y2007-2050
