Regiospecific Synthesis of Substituted 2‐Nitrobenzaldehydes from Benzaldehydes through Palladium‐Catalyzed Chelation‐Assisted C–H Nitration | Zendy

Zhang Wei | Zendy; Wu Degui | Zendy; Zhang Jian | Zendy; Liu Yunkui | Zendy

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Regiospecific Synthesis of Substituted 2‐Nitrobenzaldehydes from Benzaldehydes through Palladium‐Catalyzed Chelation‐Assisted C–H Nitration

Author(s) -

Zhang Wei,

Wu Degui,

Zhang Jian,

Liu Yunkui

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201402451

Subject(s) - nitration , chemistry , palladium , catalysis , chelation , combinatorial chemistry , organic chemistry , medicinal chemistry

A regiospecific synthesis of substituted 2‐nitrobenzaldehydes from substituted benzaldehydes has been developed that involves a three‐step process with palladium‐catalyzed chelation‐assisted C–H nitration as the key step. In the process, O ‐methyl aldoxime serves as a removable directing group for the palladium‐catalyzed ortho ‐nitration of substituted benzaldoximes and it can be removed in subsequent conversion of the resulting 2‐nitrobenzaldoximes into 2‐nitrobenzaldehydes.

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