Investigations on the reactions of a carbonylcarbene with substituted 1,3-dioxepins

Authors
Talinli, N Karliga, B Anac, O
Citation
N. Talinli et al., Investigations on the reactions of a carbonylcarbene with substituted 1,3-dioxepins, HELV CHIM A, 83(5), 2000, pp. 966-971
Citations number
23
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
HELVETICA CHIMICA ACTA
ISSN journal
0018019X → ACNP
Volume
83
Issue
5
Year of publication
2000
Pages
966 - 971
Database
ISI
SICI code
0018-019X(2000)83:5<966:IOTROA>2.0.ZU;2-S
Abstract
Several dioxepins were treated with dimethyl diazomalonate under bis(acetyl acetonato)copper(II) catalysis. The 4,7-dihydro-2-methyl-1,3-dioxepin (1a) gave oxonium ylide originated products and a cyclopropane derivative (see 3 a and 2a. resp.. in Scheme 3b). However, the 2,2-dimethyl derivative 1b of 1,3-dioxepin yielded only the cyclopropanation product 2b, (Scheme 3.b), wh ereas 4,5-dihydro-2-methyl-1,3-dioxepin (9) gave the furanofuran derivative 10 (Scheme 4).