Iron-Promoted Decarboxylation of Arylacetic Acids for the Synthesis of Aromatic Nitriles with Sodium Nitrite as the Nitrogen Source

Zhenpeng Shen; Wenbo Liu; Xinzhe Tian; Zhe Zhao; Yun-Lai Ren

doi:10.1055/s-0040-1707300

Synlett, Inhaltsverzeichnis

Synlett 2020; 31(18): 1805-1808
DOI: 10.1055/s-0040-1707300

letter

Iron-Promoted Decarboxylation of Arylacetic Acids for the Synthesis of Aromatic Nitriles with Sodium Nitrite as the Nitrogen Source

Autoren

Zhenpeng Shen‡

^aCollege of Science, Henan Agricultural University, Zhengzhou, Henan 450002, P. R. of China eMail: zzutxz@126.com eMail: renyunlai@126.com

^bSchool of Chemical Engineering & Pharmacy, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. of China
Wenbo Liu‡

^aCollege of Science, Henan Agricultural University, Zhengzhou, Henan 450002, P. R. of China eMail: zzutxz@126.com eMail: renyunlai@126.com
Xinzhe Tian∗

^aCollege of Science, Henan Agricultural University, Zhengzhou, Henan 450002, P. R. of China eMail: zzutxz@126.com eMail: renyunlai@126.com
Zhe Zhao

^aCollege of Science, Henan Agricultural University, Zhengzhou, Henan 450002, P. R. of China eMail: zzutxz@126.com eMail: renyunlai@126.com

^bSchool of Chemical Engineering & Pharmacy, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. of China
Yun-Lai Ren∗

^aCollege of Science, Henan Agricultural University, Zhengzhou, Henan 450002, P. R. of China eMail: zzutxz@126.com eMail: renyunlai@126.com

Abstract

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Abstract

A new and effective method was developed for the synthesis of aromatic nitriles from arylacetic acids by using NaNO₂ as the nitrogen source and Fe(OTf)₃ as the promoter at 50 °C. A series of arylacetic acids underwent this transformation to give the targeted products in yields of 51–90%. Because of the mild conditions, the reaction is compatible with a broad range of functional groups, including ester, carboxy, hydroxy, acetamido, halo, nitro, cyano, methoxy, and even highly reactive formyl groups.

Key words

aryl nitriles - nitriles - decarboxylation - sodium nitrite - iron catalysis - arylacetic acids

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References and Notes

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