Abstract
An operationally simple and metal-free cross-coupling of quinone monoacetals (QMAs) with 2-naphthols catalyzed by triflic acid is reported. This formal [3+2] annulation allowed the synthesis of diverse naphtho[2,1-b]benzofuran derivatives in moderate to good yields. Preliminary mechanistic studies reveal the initial nucleophilic substitution of QMAs with 2-naphthols in preference to the mixed acetal formation and subsequent [3,3] sigmatropic rearrangement.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 11269-11274 |
| Number of pages | 6 |
| Journal | Journal of Organic Chemistry |
| Volume | 82 |
| Issue number | 20 |
| DOIs | |
| State | Published - Oct 20 2017 |
| Externally published | Yes |
Bibliographical note
Publisher Copyright:© 2017 American Chemical Society.
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