Triazenes as robust and simple linkers for amines in solid-phase organic synthesis

Citation
S. Brase et al., Triazenes as robust and simple linkers for amines in solid-phase organic synthesis, TETRAHEDR L, 40(11), 1999, pp. 2105-2108
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
11
Year of publication
1999
Pages
2105 - 2108
Database
ISI
SICI code
0040-4039(19990312)40:11<2105:TARASL>2.0.ZU;2-A
Abstract
A new linker strategy for the attachment of aliphatic amines has been devel oped. Starting from Merrifield resin, an immobilized diazonium salt was pre pared in two steps. Reaction of various amines gave rise to triazenes, whic h in turn were cleaved off upon treatment with mild acids. The triazenes ha ve been proven to be base stable and were used in various types of transfor mations. The overall process is high-yielding and efficient. (C) 1999 Elsev ier Science Ltd. All rights reserved.