Syntheses of mono-, di- and triethynylazulenes

Authors
Fabian, KHH Elwahy, AHM Hafner, K
Citation
Khh. Fabian et al., Syntheses of mono-, di- and triethynylazulenes, TETRAHEDR L, 41(16), 2000, pp. 2855-2858
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
16
Year of publication
2000
Pages
2855 - 2858
Database
ISI
SICI code
0040-4039(20000415)41:16<2855:SOMDAT>2.0.ZU;2-8
Abstract
Simple and productive routes to mono-, di- and triethynylazulenes are descr ibed. Azulenes ethynylated in the five-membered ring can be prepared on a m ultigram scale by Pd-catalyzed cross-coupling of iodo- or bromoazulenes wit h trimethylsilyl-acetylene and subsequent desilylation. 5,7-Diethynylazulen e was synthesized by dibromomethylenation of the corresponding dialdehyde a nd subsequent dehydrobromination. (C) 2000 Elsevier Science Ltd. All rights reserved.