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An Efficient Strategy for the General Synthesis of 3-aryl Substituted Pyrazolo[5,1-c][1,4]Benzoxazines and Pyrazolo[1,5-a][1,4]Benzodiazepin- 6(4H)-ones

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Title An Efficient Strategy for the General Synthesis of 3-aryl Substituted
Pyrazolo[5,1-c][1,4]Benzoxazines and Pyrazolo[1,5-a][1,4]Benzodiazepin-
6(4H)-ones
 
Creator Brahma, Kaushik
Sasmal, Anup Kumar
Chowdhury, Chinmay
 
Subject Chemistry
 
Description An efficient strategy for the general synthesis of 3-aryl substituted pyrazolo[5,1-c][1,4]benzoxazines and
pyrazolo[1,5-a][1,4]benzodiazepin-6(4H)-ones has been developed using intramolecular 1,3-dipolar
cycloaddition. The hydrazonoyl chloride, the precursor of the cycloadduct, is accessed easily through a
two-step reaction carried out in one-pot. It is then used without purification for the base induced
formation of the nitrilimine, which undergoes subsequent in situ intramolecular cycloaddition with an
alkyne to afford the desired product. The reaction protocol has also been applied in
bis-heteroannulation and in the synthesis of uracil derivatives of biological interest. The operational
simplicity of the process, the use of cheap starting materials, and the relatively short reaction times
required make the process convenient and practical
 
Date 2011
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/1320/1/ORGANIC_%26_BIOMOLECULAR_CHEMISTRY__9_(24)_8422%2D8429;2011[136].pdf
Brahma, Kaushik and Sasmal, Anup Kumar and Chowdhury, Chinmay (2011) An Efficient Strategy for the General Synthesis of 3-aryl Substituted Pyrazolo[5,1-c][1,4]Benzoxazines and Pyrazolo[1,5-a][1,4]Benzodiazepin- 6(4H)-ones. Organic & Biomolecular Chemistry, 9 (24). pp. 8422-8429.
 
Relation http://dx.doi.org/10.1039/c1ob06353g
http://www.eprints.iicb.res.in/1320/