Buchwald-Hartwig Amination of β-Chloroacroleins by Lactams and Heteroarylamines

Abstract

β-Chloroacroleins reacted readily with lactams and several heteroarylamines (aminopyridines, aminoquinoline and azoles) under standard Buchwald-Hartwig amination conditions. Both Pd(OAc)₂/Binap or Pd(OAc)₂/Xantphos were efficient catalytic systems in the presence of Cs₂CO₃ as base.

Key words

palladium catalysis - amination - lactams - aminopyri­dines - azoles

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18

We have already observed this process in the cross-coupling of bromothiophene carboxylates with 2-aminopyridine which allowed the formation of several thienopyrimidin-ones.¹⁷