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Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones.

Abstract:
o-Halo benzoates can be combined with monoalkyl ureas in a tandem palladium-catalyzed arylation-ester amidation sequence to deliver quinazolinedione products. The reactions are regioselective for formation of the 3-N-alkyl isomers. Significant variation of both coupling partners is possible, allowing the synthesis of a diverse array of substituted quinazolinediones, exemplified by the preparation of a simple unsymmetric-dialkylated natural product. [reaction: see text]
Publication status:
Published

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Publisher copy:
10.1021/ol062009x

Authors


Willis, MC More by this author
Fletcher, AJ More by this author
Woodward, RL More by this author
Journal:
Organic letters
Volume:
8
Issue:
22
Pages:
5089-5091
Publication date:
2006-10-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:e11b526f-f533-480c-9bb9-04dc343df9b7
Source identifiers:
52469
Local pid:
pubs:52469

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