Details

Autor(en) / Beteiligte

• Qiu, Xu
• Wang, Yachong
• Su, Lingyu
• Jin, Rui
• Song, Song
• Qin, Qixue
• Li, Junhua
• Zong, Baoning
• Jiao, Ning

Titel

Selective Carbon‐Carbon Bond Amination with Redox‐Active Aminating Reagents: A Direct Approach to Anilines

Ist Teil von

• Chinese journal of chemistry, 2021-11, Vol.39 (11), p.3011-3016

Ort / Verlag

Weinheim: WILEY‐VCH Verlag GmbH & Co. KGaA

Erscheinungsjahr

2021

Quelle

Wiley-Blackwell Journals

Beschreibungen/Notizen

• Main observation and conclusion Amines are among the most fundamental motifs in chemical synthesis, and the introduction of amine building blocks via selective C—C bond cleavage allows the construction of nitrogen compounds from simple hydrocarbons through direct skeleton modification. Herein, we report a novel method for the preparation of anilines from alkylarenes via Schmidt‐type rearrangement using redox‐active amination reagents, which are easily prepared from hydroxylamine. Primary amines and secondary amines were prepared from corresponding alkylarenes or benzyl alcohols under mild conditions. Good compatibility and valuable applications of the transformation were also displayed. We have developed the selective C—C bond cleavage amination of alkylarenes to prepare anilines and secondary arylamines. The mild conditions, safe redox‐active aminating reagents and the use of O2 as the environmentally benign oxidant make this method more practical. Applications in the modification of complex bioactive molecules and C—C bond cleavage transformation of lignin model compounds and cyclohexylbenzene to value added products were conducted.