97037-33-7Relevant academic research and scientific papers
Investigations on Diazo Compounds and Azides, LV - 7-(Diazomethyl)cycloheptatrienes by Electrophilic Diazoalkane Substitution
Bethaeuser, Willi,Weber, Bernd,Heydt, Heinrich,Regitz, Manfred
, p. 1315 - 1328 (2007/10/02)
The silver-(diazomethyl)phosphoryl compounds 2a - c smoothly undergo electrophilic diazoalkane substitution with 1 to give 3a - c.In contrast, a more complex product formation is encountered in the reaction of 1 with the mercury-bis(diazomethylcarbonyl) compounds 4a - d: Besides the 7-(diazomethyl)cycloheptatrienes 5a - d the styrene derivatives 6a - c as well as the bromomercurio compounds 7a - d are formed.Probably the norcaradiene intermediates 12 and 14 play a role in the formation of 6 and 7.The reaction of the 7-(diazomethyl)cycloheptatrienes 3a - c and 5a, b,d with PTAD (16) affords the -cycloadducts 17a - f, derived from 7-(diazomethyl)norcaradiene isomers.The structures of 3, 5, and 17 are based above all on 1H and 13C NMR spectroscopic investigations.
