Issue 19, 2015
From the journal:

Organic & Biomolecular Chemistry

Direct access to functionalized benzotropones, azepanes, and piperidines by reductive cross-coupling of α-bromo enones with α-bromo enamides†

Timothy K. Beng,*a   Kayla Sincavage,a   Ann Wens V. Silaire,a   Amir Alwali,a   Daniel P. Bassler,a   Laura E. Spencea  and  Oliver Bealea  

* Corresponding authors

a Department of Chemistry, Susquehanna University, 514 University Avenue, Selinsgrove, PA 17870, USA
E-mail: beng@susqu.edu

Abstract

The synthesis of functionalized azepenes and piperidines bearing an α-cycloheptenone or benzotropone derivative has been accomplished through direct reductive cross-coupling of α-bromo eneformamides or enecarbamates with highly versatile α-bromo benzotropone derivatives, under cobalt catalysis. The coupling products have been further elaborated to other synthetically useful aza-heterocyclic frameworks.

Graphical abstract: Direct access to functionalized benzotropones, azepanes, and piperidines by reductive cross-coupling of α-bromo enones with α-bromo enamides

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Article information

DOI
https://doi.org/10.1039/C5OB00517E
Article type
Communication
Submitted
16 Mar 2015
Accepted
07 Apr 2015
First published
14 Apr 2015

Org. Biomol. Chem., 2015,13, 5349-5353

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Direct access to functionalized benzotropones, azepanes, and piperidines by reductive cross-coupling of α-bromo enones with α-bromo enamides

T. K. Beng, K. Sincavage, A. W. V. Silaire, A. Alwali, D. P. Bassler, L. E. Spence and O. Beale, Org. Biomol. Chem., 2015, 13, 5349 DOI: 10.1039/C5OB00517E

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