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- W1193284711 abstract "A PPh3-mediated multicomponent reaction between o-phthalaldehydes, nucleophiles, and monosubstituted allenes furnishes functionalized non-C2-symmetric naphthalenes in synthetically useful yields. When the o-phthalaldehydes were reacted with 1,3-disubstituted allenes in the presence of PPh2Et, naphthalene derivatives were also obtained in up to quantitative yields. The mechanism of the latter transformation is straightforward: aldol addition followed by Wittig olefination and dehydration. The mechanism of the former is a tandem γ-umpolung/aldol/Wittig/dehydration process, as established by preparation of putative reaction intermediates and mass spectrometric analysis. This transformation can be applied iteratively to prepare anthracenes and tetracenes using carboxylic acids as pronucleophiles." @default.
- W1193284711 created "2016-06-24" @default.
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- W1193284711 date "2015-08-31" @default.
- W1193284711 modified "2023-09-24" @default.
- W1193284711 title "Phosphine-Mediated Iterative Arene Homologation Using Allenes" @default.
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- W1193284711 doi "https://doi.org/10.1021/jacs.5b07403" @default.
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