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Regiocontrolled Synthesis of Ring‐Fused Thieno[2,3‐ c ]pyrazoles through 1,3‐Dipolar Cycloaddition of Nitrile Imines with Sulfur‐Based Acetylenes
Author(s) -
Chandanshive Jay Zumbar,
Bonini Bianca Flavia,
Gentili Denis,
Fochi Mariafrancesca,
Bernardi Luca,
Franchini Mauro Comes
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201001048
Subject(s) - chemistry , regioselectivity , nitrile , cycloaddition , ring (chemistry) , sulfur , 1,3 dipolar cycloaddition , sulfone , triple bond , organic chemistry , medicinal chemistry , stereochemistry , double bond , catalysis
1,3‐Dipolar cycloadditions of C ‐carboxymethyl‐ N ‐arylnitrile imines with substituted acetylenes bearing thiol or sulfone groups were studied. The sulfur controls the regiochemistry of the reaction, and this protocol was applied to the synthesis of ring‐fused thieno[2,3‐ c ]pyrazoles.