Metal-Free Synthesis of N-(Pyridine-2-yl)amides from Ketones via Selective Oxidative Cleavage of C(O)-C(Alkyl) Bond in Water

Yanpeng Liu, Honghao Sun, Zhangjian Huang, Cong Ma, Aijun Lin, Hequan Yao, Jinyi Xu, Shengtao Xu

Research output: Journal article publicationJournal articleAcademic researchpeer-review

15 Citations (Scopus)

Abstract

The TBHP/TBAI-mediated synthesis of N-(pyridine-2-yl)amides in water from ketones and 2-aminopyridine via direct oxidative C-C bond cleavage has been developed. A series of ketones, including more challenging inactive aromatic ketones substituted with diverse long-chain alkyl groups, were selectively converted to N-(pyridine-2-yl)amides. Furthermore, the protocol can be applied to aryl alkyl carbinols to afford the corresponding amides in moderate to good yields.

Original languageEnglish
Pages (from-to)14307-14313
Number of pages7
JournalJournal of Organic Chemistry
Volume83
Issue number23
DOIs
Publication statusPublished - 7 Dec 2018

ASJC Scopus subject areas

  • Organic Chemistry

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