Electronic control of the Bergman cycloaromatization: Synthesis and chemistry of chloroenediynes

Authors
Jones, GB Plourde, GW
Citation
Gb. Jones et Gw. Plourde, Electronic control of the Bergman cycloaromatization: Synthesis and chemistry of chloroenediynes, ORG LETT, 2(12), 2000, pp. 1757-1759
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
12
Year of publication
2000
Pages
1757 - 1759
Database
ISI
SICI code
1523-7060(20000615)2:12<1757:ECOTBC>2.0.ZU;2-P
Abstract
[GRAPHICS] A series of cyclic mono- and dichloroenediynes have been prepared using an intramolecular carbenoid coupling reaction. The halogen atom had a retardat ive effect on Bergman cycloaromatization in every case examined, and atom t ransfer chemistry was demonstrated, resulting in formation of adducts.