CuCl-catalyzed cyclization-dimerization reactions of 3-cyclopropylideneprop-2-en-1-ones provide an interesting route to benzofuran-7(3aH)-one derivatives with one highly strained three-membered ring and one four-membered ring via intramolecular cycloisomerization, sequential bimolecular [4 + 2] cycloaddition, opening of the oxa-bridge, and ring contraction. Furthermore, the reaction was monitored by NMR experiments to unveil some key intermediates.
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Miao et al. (2013) studied this question.
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