A one-pot synthesis of pyrido[2,3.b][1,4]oxazin-2-ones

Su Dong Cho, Yong Dae Park, Jeum Jong Kim, Sang Gyeong Lee, Chen Ma, Sang Yong Song, Woo Hong Joo, J R Falck, Motoo Shiro, Dong Soo Shin, Yong Jin Yoon

Research output: Contribution to journalArticlepeer-review

54 Scopus citations

Abstract

Pyrido[2,3-b][1,4]oxazin-2-ones are conveniently prepared in excellent yields by a one-pot annulation of N-substituted-2-chloroacetamides with 2-halo-3-hydroxypyridines with use of cesium carbonate in refluxing acetonitrile. The key transformation features a Smiles rearrangement of the initial O-alkylation product and subsequent cyclization.

Original languageEnglish (US)
Pages (from-to)7918-7920
Number of pages3
JournalJournal of Organic Chemistry
Volume68
Issue number20
DOIs
StatePublished - Oct 3 2003

ASJC Scopus subject areas

  • Organic Chemistry

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