Tetrahedron

Synthesis of N-aryl-aza-crown ethers via Pd-catalyzed amination reactions of aryl chlorides with aza-crown ethers

S Urgaonkar, JG Verkade

Index: Urgaonkar, Sameer; Verkade, John G. Tetrahedron, 2004 , vol. 60, # 51 p. 11837 - 11842

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Citation Number: 21

Abstract

The Pd2 (dba) 3/P (i-BuNCH2CH2) 3N () catalyst system effectively catalyzes the coupling of aza-crown ethers with electronically diverse aryl chlorides, affording N-aryl-aza-crown ethers in good yields. The Pd2 (dba) 3/P (i-BuNCH2) 3CMe () catalyst system containing the more constrained bicyclic triaminophosphine is useful for aryl chlorides possessing base- sensitive ester, nitro, and nitrile functional groups.