Lithium Intermediates during the α‐Lithiation and Subsequent α‐Substitution of Heterocyclic Amines in the Presence of CO<sub>2</sub>

Name: Work Video:
Duration: 3 min 30 s
Description: Two interdependent steps appear to be involved in the CO2-mediated electrophilic substitution of cyclic amines in the α position. The key finding is that the lithium carbamate 1 is not lithiated with tBuLi to any extent, but reacts only after addition of electrophiles like Me3SiCl to give the desired α-substitution product 2.
Sarah C. Ball; Ian Cragg‐Hine; Matthew G. Davidson; Robert P. Davies; Andrew J. Edwards; I. López-Solera; Paul R. Raithby; Ronald Snaith
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