Synthesis of substituted 1H- and 3H-1-benzazepines: Rearrangement of 2-alkoxycarbonyl-1H-1-benzazepines to isoquinolines

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dc.contributor.author Singh, Vijay
dc.contributor.author Batra, Sanjay
dc.date.accessioned 2007-12-07T07:10:23Z
dc.date.available 2007-12-07T07:10:23Z
dc.date.issued 2007
dc.identifier.citation Eur. J. Org. Chem., 2970-2979 ( 2007) en
dc.identifier.uri http://hdl.handle.net/123456789/39
dc.description.abstract The SnCl2-mediated reduction of nitro groups in 2-nitro-4-(2-nitro-benzylidene)-alkanoates and 4-nitro-2-(2-nitro-alkylidene)-alkanoates afforded via SN2′ reaction of ethyl nitroacetate and nitroethane with the acetyl derivatives of Baylis-Hillman adducts afforded by 2-nitro-substituted benzaldehydes leads to facile synthesis of substituted 1H-1-benzazepine and 3H-1-benzazepine. During the study an unprecedented rearrangement of 2-alkoxycarbonyl-1H-benzazepine to substituted isoquinoline has been observed. en
dc.format.extent 184488 bytes
dc.format.mimetype application/pdf
dc.language.iso en en
dc.relation.ispartofseries CDRI Communication no. 7149 en
dc.subject Baylis-Hillman reaction en
dc.subject SnCl2.2H2O en
dc.subject Nitrogen heterocycles en
dc.subject Rearrangement. en
dc.title Synthesis of substituted 1H- and 3H-1-benzazepines: Rearrangement of 2-alkoxycarbonyl-1H-1-benzazepines to isoquinolines en
dc.type Article en


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