Synthesis of optically active 2-[4-(6-chloro-2-benzoxazolyloxy) phenoxy]propionamide derivatives of potential herbicide activity

József Kövér, László Szilágyi, Sándor Antus, József Tompa, Tamás Gunda

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

An efficient two steps procedure has been developed for the synthesis of (R)-(+)-2-[4-(6-chloro-2-benzoxazolyloxy)phenoxy]propionamides (8a-f) starting from (R)-(+)-methyl 2-(4-hydroxyphenoxy)-propionate (4). Treatment of R-(+)-2 with the primary amines 5a-f resulted in 9a-f quantitatively instead of a desired amidation [R-(+)-2 → R-(+)-8a-f]. This unexpected transformation was discussed on the basis of QM calculation.

Original languageEnglish
Pages (from-to)237-242
Number of pages6
JournalHeterocyclic Communications
Volume8
Issue number3
Publication statusPublished - Jan 1 2002

ASJC Scopus subject areas

  • Organic Chemistry

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