Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene-ene metathesis and ene-enol ether metathesis

Authors
Arisawa, M Theeraladanon, C Nishida, A Nakagawa, M
Citation
M. Arisawa et al., Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene-ene metathesis and ene-enol ether metathesis, TETRAHEDR L, 42(45), 2001, pp. 8029-8033
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
45
Year of publication
2001
Pages
8029 - 8033
Database
ISI
SICI code
0040-4039(20011105)42:45<8029:SOS1AQ>2.0.ZU;2-A
Abstract
We describe a novel and convenient method for quinoline synthesis using rin g-closing olefin metathesis (RCM), ene-ene metathesis, and ene-enol ether m etathesis. We also report the first example of enol silyl ether-ene metathe sis to produce cyclic enol silyl ether. Using this method, versatile substi tuted quinoline derivatives were readily prepared in excellent yield from a nthranilic acid derivatives. C 2001 Elsevier Science Ltd. All rights reserv ed.