Medical College of Wisconsin
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Synthesis of medium ring heterocycles using an intramolecular Heck reaction. Org Lett 2004 Aug 19;6(17):3005-7

Date

08/28/2004

Pubmed ID

15330669

DOI

10.1021/ol0487884

Scopus ID

2-s2.0-4444308033 (requires institutional sign-in at Scopus site)   104 Citations

Abstract

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.

Author List

Arnold LA, Luo W, Guy RK

Author

Alexander (Leggy) Arnold PhD Professor in the Chemistry & Biochemistry department at University of Wisconsin - Milwaukee




MESH terms used to index this publication - Major topics in bold

Catalysis
Chemistry, Organic
Cyclization
Heterocyclic Compounds
Indicators and Reagents
Molecular Structure