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Access to Fused Pyrroles from Cyclic 1,3-Dienyl Boronic Esters and Arylnitroso Compounds

François, Benjamin; Eberlin, Ludovic; Berrée, Fabienne; Whiting, Andrew; Carboni, Bertrand

Access to Fused Pyrroles from Cyclic 1,3-Dienyl Boronic Esters and Arylnitroso Compounds Thumbnail


Authors

Benjamin François

Ludovic Eberlin

Fabienne Berrée

Bertrand Carboni



Abstract

Complimentary to classical hydroboration and boron-Wittig reactions, a new, efficient access to cyclic 1,3-dienyl boronic esters has been developed via diene or triene metathesis. Subsequently, fused pyrroles were synthesized with a broad substrate scope from the reaction of cyclic 1,3-dienyl boronic esters with arylnitroso compounds using a one-pot hetero-Diels−Alder/ring contraction sequence.

Citation

François, B., Eberlin, L., Berrée, F., Whiting, A., & Carboni, B. (2020). Access to Fused Pyrroles from Cyclic 1,3-Dienyl Boronic Esters and Arylnitroso Compounds. Journal of Organic Chemistry, 85(8), 5173-5182. https://doi.org/10.1021/acs.joc.9b03214

Journal Article Type Article
Online Publication Date Mar 20, 2020
Publication Date Apr 17, 2020
Deposit Date Mar 24, 2020
Publicly Available Date Mar 29, 2024
Journal Journal of Organic Chemistry
Print ISSN 0022-3263
Electronic ISSN 1520-6904
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 85
Issue 8
Pages 5173-5182
DOI https://doi.org/10.1021/acs.joc.9b03214

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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in the Journal of organic chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.9b03214





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