CuCl-mediated intramolecular oxidative coupling of aryl- and alkenyltrimethylstannane functions
[reaction: see text] The syntheses of bis-trimethylstannanes 8, 10, 12-14, 16, 18, 21, and 22 are described. Treatment of these substances with approximately 5 equiv of CuCl in DMF at rt for 30-60 min effects, in each case, oxidative coupling between the two sp2 carbon centers bearing the Me3Sn function to produce good-to-excellent yields of tricyclic products 23-31, respectively.
Piers
E
Department of Chemistry, University of British Columbia, Vancouver, Canada. epier@interchange.ubc.ca
Yee
JG
Gladstone
PL