Phosphine-Mediated Iterative Arene Homologation Using Allenes
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https://figshare.com/articles/dataset/Phosphine_Mediated_Iterative_Arene_Homologation_Using_Allenes/2199724
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资源简介：
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.
创建时间：
2016-02-15
