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Synthesis 2013; 45(4): 491-500
DOI: 10.1055/s-0032-1318001
DOI: 10.1055/s-0032-1318001
paper
Efficient Access to 2,7-Diarylated Pyrido[3,2-d]pyrimidines Involving Regioselective Pallado-dehalogenation and Suzuki Cross-Coupling Reactions
Further Information
Publication History
Received: 15 November 2012
Accepted after revision: 15 December 2012
Publication Date:
14 January 2013 (online)
Abstract
An efficient and original synthesis of various 2,7-disubstituted pyrido[3,2-d]pyrimidines is reported. The first synthesis of 2,7-dichloropyrido[3,2-d]pyrimidine, by selective palladium-catalyzed dechlorination of 2,4,7-trichloropyrido[3,2-d]pyrimidine at C-4, is described and its chemical reactivity is examined. Diarylated pyrido[3,2-d]pyrimidines were synthesized starting from 2,7-dichloropyrido[3,2-d]pyrimidine by regioselective Suzuki cross-coupling reaction at C-2 and then at C-7.
Key words
pyrido[3,2-d]pyrimidines - palladium - Suzuki cross-coupling reaction - dechlorination - selectivitySupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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