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Copper-Catalysed Hydroamination of N -Allenylsulfonamides: The Key Role of Ancillary Coordinating Groups.

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Title: Copper-Catalysed Hydroamination of N -Allenylsulfonamides: The Key Role of Ancillary Coordinating Groups.
Authors: Blieck, Rémi1 florian.monnier@enscm.fr, Perego, Luca Alessandro2,3 laurence.grimaud@ens.fr, Ciofini, Ilaria3, Grimaud, Laurence2, Taillefer, Marc1 marc.taillefer@enscm.fr, Monnier, Florian1,4
Source: Synthesis. 2019, Vol. 51 Issue 5, p1225-1234. 10p.
Subjects: Copper catalysts, Copper, Hydroamination, Addition reactions, Catalysts
Abstract: A copper-catalysed hydroamination reaction of N -allenylsulfonamides with amines has been developed through a rational approach based on mechanistic studies. The reaction is promoted by a simple copper(I) catalyst and proceeds at room temperature with complete regioselectivity and excellent stereoselectivity towards linear (E)- N -(3-aminoprop-1-enyl)sulfonamides. Density Functional Theory (DFT) studies allow interpreting the key role of unsaturated substituents on nitrogen as ancillary coordinating moieties for the copper catalyst. [ABSTRACT FROM AUTHOR]
Copyright of Synthesis is the property of Georg Thieme Verlag Stuttgart and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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DbLabel: Engineering Source
An: 134744069
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PubType: Academic Journal
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  Data: <searchLink fieldCode="JN" term="%22Synthesis%22">Synthesis</searchLink>. 2019, Vol. 51 Issue 5, p1225-1234. 10p.
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  Data: <searchLink fieldCode="DE" term="%22Copper+catalysts%22">Copper catalysts</searchLink><br /><searchLink fieldCode="DE" term="%22Copper%22">Copper</searchLink><br /><searchLink fieldCode="DE" term="%22Hydroamination%22">Hydroamination</searchLink><br /><searchLink fieldCode="DE" term="%22Addition+reactions%22">Addition reactions</searchLink><br /><searchLink fieldCode="DE" term="%22Catalysts%22">Catalysts</searchLink>
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  Data: A copper-catalysed hydroamination reaction of N -allenylsulfonamides with amines has been developed through a rational approach based on mechanistic studies. The reaction is promoted by a simple copper(I) catalyst and proceeds at room temperature with complete regioselectivity and excellent stereoselectivity towards linear (E)- N -(3-aminoprop-1-enyl)sulfonamides. Density Functional Theory (DFT) studies allow interpreting the key role of unsaturated substituents on nitrogen as ancillary coordinating moieties for the copper catalyst. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Synthesis is the property of Georg Thieme Verlag Stuttgart and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1055/s-0037-1611673
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      – Code: eng
        Text: English
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      – SubjectFull: Copper catalysts
        Type: general
      – SubjectFull: Copper
        Type: general
      – SubjectFull: Hydroamination
        Type: general
      – SubjectFull: Addition reactions
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      – SubjectFull: Catalysts
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              Text: 2019
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