One-pot three-component reaction of p-quinone monoacetals, l-proline and naphthols to afford N-aryl-2-arylpyrrolidines?
Organic Chemistry Frontiers Pub Date: 2020-11-26 DOI: 10.1039/D0QO01294G
Abstract
The one-pot three-component reaction of p-quinone monoacetals (or p-quinol ethers), L-proline and naphthols is developed for the synthesis of N-aryl-2-arylpyrrolidines under mild conditions with high chemo- and regioselectivity. The reaction may involve multiple processes including condensation, decarboxylation and demethoxylation for the the generation of N-arylated 3,4-dihydro-2H-pyrrolium followed by controllable capture by naphthols. In the absence of a naphthol, p-quinone monoacetal coupled with L-proline to form a complex dipyrroloquinoline product.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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