Copper promoted aerobic oxidative c(sp3)-c(sp3) bond cleavage of n-(2-(pyridin-2-yl)-ethyl)anilines

Yang Yu, Yong Zhang, Chengyu Sun, Lei Shi, Wei Wang, Hao Li

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

A strategy of aerobic oxidative C(sp3)-C(sp3) bond cleavage of N-ethylaniline derivatives bearing azaarenes for the synthesis of N-aryl formamides has been developed. This approach was carried out smoothly with the CuI/TEMPO/air system to give N-aryl formamides in yields of 50-90%. With this methodology, a mutagenically active compound was constructed in 90% yield. Moreover, the reaction also provided a one-pot synthetic tool for accessing a promoter of hematopoietic stem cells by difunctionalization in 61% yield.

Original languageEnglish (US)
Pages (from-to)2725-2732
Number of pages8
JournalJournal of Organic Chemistry
Volume85
Issue number4
DOIs
StatePublished - Feb 21 2020
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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