Rapid access to pyrimido[5,4-c]isoquinolines via a sulfur monoxide extrusion reaction.
The scope of a sulfur monoxide extrusion reaction of pyrimido[4,5-b][1,4]benzothiazepines leading to pyrimido[5,4-c]isoquinolines was investigated. Thus, selective oxidation followed by nucleophilic displacement of the oxidized side chain sulfur group and subsequent extrusion reaction of sulfur monoxide in the ring, which can be conducted in a two-step sequence or in a one-pot procedure, produced novel pyrimido[5,4-c]isoquinolines, a class of compounds with potential biological and pharmaceutical applications. [reaction: see text].
Fu
Renzhong
R
The Center for Combinatorial Chemistry and Drug Discovery, Jilin University, 75 Haiwai Street, Changchun, Jilin 130012, PRC.
Xu
Xianxiu
X
Dang
Qun
Q
Chen
Feng
F
Bai
Xu
X
D007202:Indicators and Reagents; D007546:Isoquinolines / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D010087:Oxides / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis*; D013457:Sulfur Compounds / Q000737:chemistry*
D007202:Indicators and Reagents; D007546:Isoquinolines; D010087:Oxides; D011743:Pyrimidines; D013457:Sulfur Compounds; C405951:sulfur monoxide