Nucleophilicities of Cyclic α‐Diazo Carbonyl Compounds
نویسندگان
چکیده
Abstract The one‐bond nucleophilic reactivities of seven cyclic α‐diazo carbonyl compounds in dichloromethane were determined by analyzing the kinetics their reactions with benzhydrylium ions (one‐bond reference electrophiles) at 20 °C according to Mayr‐Patz equation. Though not calibrated for pericyclic reactions, identified nucleophilicities also reflect relative 1,3‐dipolar cycloadditions dimethyl acetylenedicarboxylate. These (3+2)‐cycloadditions primarily gave spirocyclic 3 H ‐pyrazoles, which underwent thermal [1,5]‐sigmatropic (van Alphen‐Hüttel) rearrangements furnish 1 ‐pyrazole‐fused tricyclic products.
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ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2023
ISSN: ['1434-193X', '1099-0690']
DOI: https://doi.org/10.1002/ejoc.202300005