Br?nsted acid-catalysed desilylative heterocyclisation to form substituted furans?
Organic & Biomolecular Chemistry Pub Date: 2022-11-30 DOI: 10.1039/D2OB01828D
Abstract
Heterocyclisation of tert-butyldimethylsilyl (TBS) protected γ-hydroxy-α,β-unsaturated ketones catalysed by para-toluenesulfonic acid (p-TSA) to form substituted furans is reported. The reaction proceeds under mild conditions at room temperature in methanol to give a range of furan products (21 examples, up to 98% yield). Mechanistic experiments suggest the reaction proceeds via in situ deprotection followed by catalytic dehydrative heterocyclisation.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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