Synthesis of a-chlorolactams by cyanoborohydride-mediated radical cyclization of trichloroacetamides

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RECERCAT Home > Universitat de Barcelona > Farmacologia, Toxicologia i Química Terapèutica > Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) > View document

To access the full text documents, please follow this link: http://hdl.handle.net/2445/128198

dc.contributor	Universitat de Barcelona
dc.contributor.author	Coussanes, Guilhem
dc.contributor.author	Jakobi, Harald
dc.contributor.author	Lindell, Stephen
dc.contributor.author	Bonjoch i Sesé, Josep
dc.date	2019-02-13T11:17:03Z
dc.date	2019-05-16T05:10:17Z
dc.date	2018-05-16
dc.date	2019-02-13T11:17:03Z
dc.identifier.citation	0947-6539
dc.identifier.citation	683223
dc.identifier.uri	http://hdl.handle.net/2445/128198
dc.format	6 p.
dc.format	application/pdf
dc.language.iso	eng
dc.publisher	Wiley-VCH
dc.relation	Versió postprint del document publicat a: https://doi.org/10.1002/chem.201800210
dc.relation	Chemistry-A European Journal, 2018, vol. 24, num. 32, p. 8151-8156
dc.relation	https://doi.org/10.1002/chem.201800210
dc.rights	(c) Wiley-VCH, 2018
dc.rights	info:eu-repo/semantics/openAccess
dc.subject	Lactames
dc.subject	Herbicides
dc.subject	Radicals (Química)
dc.subject	Síntesi orgànica
dc.subject	Lactams
dc.subject	Herbicides
dc.subject	Radicals (Chemistry)
dc.subject	Organic synthesis
dc.title	Synthesis of a-chlorolactams by cyanoborohydride-mediated radical cyclization of trichloroacetamides
dc.type	info:eu-repo/semantics/article
dc.type	info:eu-repo/semantics/acceptedVersion
dc.description.abstract	A cyanoborohydride-promoted radical cyclization methodology has been developed to access α-chlorolactams in a simple and efficient way, using NaBH3CN and trichloroacetamides easily available from allylic and homoallylic secondary amines. This methodology allowed the synthesis of a library of αchlorolactams (mono and bicyclic), which were tested for herbicidal activity, trans-3-chloro-4-methyl-1-(3-trifluoromethyl)phenyl-2-pyrrolidinone being the most active.

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