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Synthesis 2012; 44(22): 3447-3452
DOI: 10.1055/s-0032-1316794
DOI: 10.1055/s-0032-1316794
paper
Synthesis of New Thienopyridine Derivatives by [3+2]- and [2+2]-Cycloaddition Reactions
Further Information
Publication History
Received: 16 July 2012
Accepted after revision: 17 September 2012
Publication Date:
02 October 2012 (online)
Abstract
The reaction of 6,7-dihydrothieno[3,2-c]pyridine derivatives with 1,3-dipoles, such as a nitrile oxides or nitrile imines, gave novel fused heterocycles. The Staudinger reaction of the starting material was also studied. This reaction was stereoselective and exclusively gave racemic cis-cycloadducts in which the thienopyridine core was fused with a β-lactam ring.
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For the synthesis of 4-methyl-6,7-dihydrothieno[3,2-c]pyridine, see:
For the synthesis of 4-cyclohexyl-6,7-dihydrothieno[3,2-c]pyridine, see:
For the synthesis of 4-phenyl-6,7-dihydrothieno[3,2-c]pyridine, see: