Readily Removable Directing Group Assisted Chemo- and Regioselective C(sp(3))-H Activation by Palladium Catalysis

Angewandte Chemie
Yun-Fei ZhangZhang-Jie Shi

Abstract

Currently used directing groups for selective aliphatic β-functionalization of carbonyl compounds show excellent reactivity and selectivity with an amide as a linker. Described herein is 2-piconimide, used for the first time with commercially available 2-picolinamide/2-picolic acid as precursors, to direct C-H arylation/alkenylation by palladium catalysis. The directing group is essential for promoting the sequnetial primary and secondary C(sp(3))-H arylation with different aryl iodides in one substrate. The directing group was easily removed under simple reaction conditions at room temperature.

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Citations

May 26, 2017·The Journal of Organic Chemistry·Ramarao Parella, Srinivasarao Arulananda Babu
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May 23, 2018·Journal of the American Chemical Society·Mohit KapoorMichael C Young
Jul 13, 2017·Chemical Reviews·Jian HeJin-Quan Yu

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