Citation
M. Buck et Jm. Chong, Alkylation of 1-alkynes in THF, TETRAHEDR L, 42(34), 2001, pp. 5825-5827
Citations number
38
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039
→ ACNP
Volume
42
Issue
34
Year of publication
2001
Pages
5825 - 5827
Database
ISI
SICI code
0040-4039(20010820)42:34<5825:AO1IT>2.0.ZU;2-O
Abstract
Alkynes may be easily alkylated by sequential treatment with n-BuLi followe
d by an alkyl halide in THF. Primary iodides give excellent yields (75-99%)
as do bromides in the presence of catalytic amounts of Bu4NI or NaI; in th
e absence of an iodide source, bromides react poorly. This method offers ad
vantages over existing methods which use HMPA or NH3 as co-solvents. (C) 20
01 Elsevier Science Ltd. All rights reserved.