Pro-aromaticity Enabled Dealkenylative Functionalizations via Photo-Excitation and Oxidation.
Chemistry (Weinheim an der Bergstrasse, Germany)(2023)
摘要
A general and practical approach for diverse dealkenylative functionalization of olefin-containing substrates has been developed through the one-pot formation and utilization of pro-aromatic 1,4-dihydropyridazines using tetrazine as the key cycloaddition reagent. Triggered by either excitation or oxidation, the targeted C-C bonds in the 1,4-dihydropyridazine intermediates could be readily cleaved to generate alkyl radicals for subsequent transformations. Diverse carbon-carbon and carbon-hetero bond forming protocols, including Giese-type addition, hydrazination, borylation, Minisci-type alkylation, copper-catalyzed NH alkylation, acylation, alkynylation, cyanation, and azidation, are achieved in a highly modular fashion.
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关键词
C−C cleavage,dealkenylation,oxidation,photochemistry,radical reaction
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