Studying the reactivity of (phthalazin-1(2 H)-on-2-yl)methyl trichloroacetimidate towards different C- and O-nucleophiles

A simple and efficient synthesis of phthalazin-1(2 H)-one 2-substituted derivatives is achieved in very good yields via reaction of a phthalazinone–trichloroacetimidate with various C- and O-nucleophiles such as aromatic, heteroaromatic and olefinic reagents, sugars and cholesterol in CH 2Cl 2 in th...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2009-12, Vol.50 (48), p.6646-6650
Main Authors: El Nezhawy, Ahmed O.H., Gaballah, Samir T., Radwan, Mohamed A.A.
Format: Article
Language:English
Subjects:
C-Nucleophiles
N-Phthalazinone
O-Nucleophiles
Trichloroacetimidate
Trimethylsilyl trifluoromethanesulfonate (TMSOTf)
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A simple and efficient synthesis of phthalazin-1(2 H)-one 2-substituted derivatives is achieved in very good yields via reaction of a phthalazinone–trichloroacetimidate with various C- and O-nucleophiles such as aromatic, heteroaromatic and olefinic reagents, sugars and cholesterol in CH 2Cl 2 in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate (TMSOTf).
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.09.068