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Strike while the iron is hot! A BF3-mediated formal [2+2] cycloaddition between (1-alkynyl)iron complexes and aromatic aldehyde imines occurs, which is followed by ring-opening of the initially formed azacyclobutenes to yield (2-alkenyl-1-imino)iron complexes (see scheme). The resulting iron complexes undergo deferric substitution reactions with water under oxidative conditions to afford the corresponding cinnamamides with high E selectivity.
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Nakaya et al. (2011) studied this question.
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