Regioselective carboannulation of electron-deficient allenes with dialkyl (2-formylphenyl)malonates leading to multisubstituted naphthalenes?
Organic & Biomolecular Chemistry Pub Date: 2016-05-05 DOI: 10.1039/C6OB00787B
Abstract
An efficient base-catalysed regioselective carboannulation of allenoates (or allenylphosphonates) with dialkyl 2-(2-formylphenyl)malonates that leads to multi-substituted naphthalenes in high yields has been developed. This cascade reaction proceeds through Michael addition, cyclisation, dealkoxycarboxylation and tautomerisation. By using an allenylphosphine oxide, a species analogous to one of the intermediate species in the mechanistic pathway has been isolated.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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