Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 3, Pages 1009-1013Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201405965
Keywords
cycloaddition; gold; homogeneous catalysis; propargyl ester; ynamides
Categories
Funding
- National Natural Science Foundation of China [21125210, 21372244, 21121062]
- Chinese Academy of Science
- Major State Basic Research Development Program [2011CB808700]
Ask authors/readers for more resources
A gold-catalyzed cycloisomerization of 1,6-diynes containing an ynamide propargyl ester or carbonate moiety has been developed that provides an attractive route to a diverse-substituted 3-acyloxy-1,4-dihydrocyclopenta[b]indoles. Mechanistic studies indicate that the reaction likely proceeds through a competitive 1,2-OAc migration followed by [3+2] cycloaddition of the vinyl gold-carbenoid intermediate with the pendant triple bond. The synthetic utility of the obtained cyclopenta[b]indole products was demonstrated by their efficient transformations by deprotection or double-bond isomerization reactions.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available