Reactions of 1,2-Dehydro-o-carborane with Thiophenes. Cycloadditions and an Easy Synthesis of "Benzo-o-carboranes"(1).
Cycloaddition reactions of 1,2-dehydro-o-carborane with thiophene, 2,5-dimethylthiophene, 2,5-dimethylfuran, [8](2,5)thiophenophane, and [8](2,5)furanophane are investigated. In all cases, except the reaction with the thiophenophane, both 4 + 2 and 2 + 2 cycloadducts are formed, with the 4 + 2 product dominating. The 4 + 2 adducts of the thiophenes are not stable but extrude sulfur under the reaction conditions to give "benzo-o-carboranes".
Barnett-Thamattoor
Lisa
L
Department of Chemistry, Michigan State University, East Lansing, Michigan 48824.
Zheng Gx
Guo-xiu
Ho
Douglas M.
DM
Jones
Maitland
M
Jackson
James E.
JE