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One-Pot Transition-Metal-Free Synthesis of Polysubstituted Fused Benzene Derivatives from Methyl Enol Ethers and Alkynes
S.A.Z. Ahmad,
Published in John Wiley and Sons Inc
2022
Volume: 7
   
Issue: 33
Abstract
A mild and transition-metal-free one-pot strategy is established to prepare polysubstituted naphthalene and phenanthrene derivatives from methyl enol ethers (MEE) with alkynes. Significantly, this protocol is promoted by boron trifluoride diethyl etherate (BF3⋅Et2O) at room temperature. A wide variety of diversely functionalized naphthalene and phenanthrene derivatives were obtained in good to excellent yields. A plausible mechanism involving a spiro quinonoid intermediate is proposed. Due to fluorescent nature of naphthalene, selected compounds were screened for the solvatochromism study. Notably, positive solvatochromism effect was observed in the case of nitro-substituted naphthalene derivative (3 h) with respect to different polarity of solvents. © 2022 Wiley-VCH GmbH.
About the journal
JournalData powered by TypesetChemistrySelect
PublisherData powered by TypesetJohn Wiley and Sons Inc
ISSN23656549