ArticleThe Journal of organic chemistry2025
Further Mechanistic Investigations into the Blue Light-Driven O-H Functionalization of Alcohols by Aryldiazoacetates.
Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
The blue light-driven O-H functionalization of alcohols by aryldiazoacetates represents a modern synthetic application of diazo photochemistry. Previous work by us and the Koenigs group demonstrated that this chemistry occurs through a free singlet carbene intermediate generated from the photolysis of the aryldiazoacetate. However, there is significant controversy in the literature concerning the exact photochemical pathway through which the photolysis of aryldiazoacetates occurs, with at least three proposed mechanisms in the literature. One group argued that photolysis requires protonation of the carbonyl to occur, another group described the C-N bond-breaking occurring on T
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