Deprotection of Acetals and Ketals in A Colloidal Suspension Generated by Sodium Tetrakis(3,5-trifluoromethyl- phenyl)borate in Water
Resource
Synlett,2007(2),283-286.
Journal
Synlett
Journal Volume
2007
Journal Issue
2
Pages
283-286
Date Issued
2007-02
Date
2007-02
Author(s)
Abstract
Reaction of o-(diphenylphosphino)(N-benzylidene)aniline (P∼;N) with [Ir(COD)Cl]2 affords the substitution product [(P∼N)Ir(COD)Cl] (1). Treatment of 1 with AgBF4 yields the cyclometalated indium hydride complex [P,MC-(P∼N)Ir(COD)H]BF4 (2). On the other hand, under atmospheric pressure of CO, carrying out the substitution of [Ir(COD)Cl]2 with P∼N results in the formation of [P,N,C-(P∼N)-Ir(CO)HCl] (5). Conversion of 4 into 5 can be achieved by the reaction of 4 with CO in the presence of tetraethylammonium chloride. Both 4 and 5 are characterized by spectroscopic and X-ray structural analyses. All iridium complexes are not good catalysts for hydroamination. However, the combination of 5 with NaB[3,5-C6 H3(CF3)2] 4 (denoted as NaBAr4F) provides a potent catalytic system for both intraand intermolecular hydroamination of alkynes. Intramolecular reaction of o-(2-phenylethynyl)anilines produces the corresponding indoles in good yields. Furthermore, intermolecular hydroamination takes place smoothly to generate the imine intermediates, which could be subsequently reduced by triethylsilane using the same catalyst, giving N-silylated amines. However, the N-silylated amines readily hydrolyze to produce secondary amines. © 2007 American Chemical Society.
SDGs
Type
journal article
File(s)![Thumbnail Image]()
Loading...
Name
Deprotection of Acetals and Ketals in A Colloidal Suspension Generated by Sodium Tetrakis(3,5-trifluoromethyl- phenyl)borate in Water.pdf
Size
23.97 KB
Format
Adobe PDF
Checksum
(MD5):e79a604747e15d7789a7211e0a1af463