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Chapter 50,488

Synthesis of medium ring heterocycles using an intramolecular Heck reaction

Arnold, L.A.; Luo, W.; Guy, R.K.

Organic Letters 6(17): 3005-3007

2004

ISSN/ISBN: 1523-7060
PMID: 15330669
DOI: 10.1021/ol0487884
Accession: 050487244
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Historically, general convergent syntheses of medium ring heterocycles have been difficult to develop. Herein, we describe the synthesis of five classes of heterocycles: dihydrodibenzo[b,f]azepine, -oxocine, and -thiocine and dibenzo[b,f]azepine and -oxepine using a strategy of alkylation followed by highly selective intramolecular Heck arylation reaction. The hetero-tricyclic compounds were available in only two steps starting from commercially available starting materials.

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