Chinese Journal of Organic Chemistry >
Recent Advances in the Transformation Reactions of Aromatic Nitriles via C—CN Bond Cleavage
Received date: 2022-09-05
Revised date: 2022-10-17
Online published: 2022-11-22
Aromatic nitriles are one of the ubiquitous versatile materials in organic synthesis, and also a class of important synthetic intermediates for a wide range of applications in pharmaceuticals, agricultural chemicals, dyes, spices, and functional materials. However, the C—CN bond of aryl nitriles has rarely been considered as a valuable reaction site due to the high thermodynamic stability. Therefore, the development of simple and efficient methods to catalyze the C—CN bond transformation of aryl nitriles has become one of the hot research topics in recent years. In this review, the recent advances in the transformation reactions of aromatic nitriles via C—CN bond cleavage in the past decade are summarized and classified according to different reaction mechanisms, mainly including transition metal-mediated/catalyzed C—CN transformation, free radical-mediated C—CN transformation, Lewis acid, base or Brønsted acid-mediated C—CN transformation. The reaction substrate compatibility, mechanism, applications, advantages and limitations in this field are also discussed in detail.
Cunjing Miao , Jiaqi Yao . Recent Advances in the Transformation Reactions of Aromatic Nitriles via C—CN Bond Cleavage[J]. Chinese Journal of Organic Chemistry, 2023 , 43(4) : 1341 -1364 . DOI: 10.6023/cjoc202209007
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