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Synthesis 2013; 45(22): 3173-3178
DOI: 10.1055/s-0033-1338530
DOI: 10.1055/s-0033-1338530
paper
Synthesis of a Naphtho-pyrido-Annulated Iodonium Salt and Pd-Catalyzed Transformation to 7H-Naphtho[1,8-bc][1,5]naphthyridine
Further Information
Publication History
Received: 23 June 2013
Accepted after revision: 22 August 2013
Publication Date:
18 September 2013 (online)
Dedicated to Heinz Kolshorn on the occasion of his 70th birthday
Abstract
Nitropyridylnaphthalene is the central intermediate for the synthesis of naphthonaphthyridine and benzo-δ-carboline. Whereas the Cadogan reaction gives the carboline, transformation of the nitro group to iodo followed by oxidation and cyclization results in an iodonium salt. A twofold Pd-catalyzed amination leads to the naphthyridine.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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