The Journal of Organic Chemistry

Synthesis of 1-propyl-3-(3-hydroxyphenyl) piperidine by regiocontrolled palladium-catalyzed arylation

K Nilsson, A Hallberg

Index: Nilsson, Kristina; Hallberg, Anders Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 4015 - 4017

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Citation Number: 28

Abstract

(Benzy1oxy) benzene (GC 22%) was also formed in addition to 2 (GC 73%) in the coupling reaction. A saturated isomer of 2 was detected by GC/MS analysis and found to be less than 5% of the mixture. Subjecting 3-hydroxyiodobenzene to the same reaction conditions provided a low isolated yield of coupled product (28%) and a considerable amount of 3, 3'- dihydroxybiphenyl. Palladium-catalyzed arylation of aminoalkyl vinyl ethers can be ...