Journal
RSC ADVANCES
Volume 5, Issue 16, Pages 11960-11965Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra15461d
Keywords
-
Categories
Funding
- Science and Engineering Research Board (SERB), New Delhi [SB/S1/OC-53/2013]
- Council of Scientific and Industrial Research (CSIR) [02(0096)/12/EMR-II]
Ask authors/readers for more resources
A palladium catalysed ortho-halogenation strategy has been developed using benzothiazoles and quinoxalines as the directing substrates. This method provides mono-o-halogenated product at the other available ortho site of a mono-ortho substituted 2-arylbenzothiazole. However, orthounsubstituted 2-arylbenzothiazole afforded di-ortho halogenated product exclusively. The preformed (or installed) ortho-group is towards the sulphur side of the benzothiazole from energy minimised calculation. Thus the selective formation of di-ortho-halogenated products is due to favourable exposure of the second ortho site for subsequent halogenation. However the phenyl ring in 2,3-diarylquinoxalines can be selectively mono ortho halogenated. A plausible reaction mechanism has been proposed for this halogenation process.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available