Platinum and Ruthenium Chloride-Catalyzed Cycloisomerization of 1-Alkyl-2-ethynylbenzenes: Interception of π-Activated Alkynes with a Benzylic C-H Bond
Mamoru Tobisu, Hiromi Nakai and Naoto Chatani*
*Department of Applied Chemistry, Faculty of Engineering,
Osaka University, Suita, Osaka 565-0871, Japan, Email: chatani
chem.eng.osaka-u.ac.jp
M. Tobisu, H. Nakai, N. Chatani, J. Org. Chem., 2009, 74, 5471-5475.
DOI: 10.1021/jo901045g
Abstract
Air-stable alkynophilic metal salts, such as PtCl2, PtCl4, and [RuCl2(CO)3]2, catalyze the cycloisomerization of 1-alkyl-2-ethynylbenzenes to produce substituted indenes. Electrophilically activated alkynes can be intercepted by simple benzylic C-H bonds at primary, secondary, and tertiary carbon centers.
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ID: J42-Y2009-2280
