Title

Base-catalyzed heterocyclization of 2-(R-ethynyl)benzohydroxamic acids.

Authors

Vasilevskii, S.; Mikhailovskaya, T.; Stepanov, A.; Mamatyuk, V.; Fadeev, D.

Abstract

Sonogashira alkynylation of methyl 2-iodobenzoate with terminal acetylenes gave a series of methyl 2-(alk-1-yn-1-yl)benzoates which reacted with hydroxylamine in boiling methanol to produce five- or six-membered N-hydroxy lactams, 3-R-methylidene-2-hydroxy-2,3-dihydroisoindol-1-ones or 3-R-isoquinolin-1(2 H)-ones, depending on the acetylenic substituent nature.

Subjects

SONOGASHIRA reaction; CONDENSATION reactions; ACETYLENE; METHANOL; ORGANIC chemistry

Publication

Russian Journal of Organic Chemistry, 2014, Vol 50, Issue 4, p506

ISSN

1070-4280

Publication type

Academic Journal

DOI

10.1134/S1070428014040101