Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 20, Pages 11269-11274Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02033
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Funding
- CSIR-New Delhi (as part of the 12th Five-Year plan program) [ORIGIN-CSC0108]
- DST
- CSIR
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An operationally simple and metal-free crosscoupling of quinone monoacetals (QMAs) with 2-naphthols catalyzed by triflic acid is reported, This formal [3+2] annulation allowed the synthesis of diverse naphtho[2,1b]benzofuran derivatives in moderate to good yields. Preliminary mechanistic studies reveal the initial nucleophilic substitution of QMAs with 2-naphthols in preference to die mixed acetal formation and subsequent. [3,3] sigmatropic rearrangement.
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