Synthesis of 2-aminoindoles through gold-catalyzed C-H annulations of sulfilimines with N-arylynamides

A new gold-catalyzed C-H annulation of sulfilimines with N-phenylynamides is presented. As key intermediates of this operationally simple reaction, the in situ generated α-imino gold carbenes insert into the ortho C-H bonds of the phenyl groups to afford 2-aminoindoles bearing a variety of substitut...

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Main Authors: Tian, Xianhai (Author) , Song, Lina (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: May 22, 2019
In: Organic letters
Year: 2019, Volume: 21, Issue: 11, Pages: 4327-4330
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b01501
Online Access:Resolving-System, Volltext: https://doi.org/10.1021/acs.orglett.9b01501
Verlag: https://pubs.acs.org/doi/10.1021/acs.orglett.9b01501
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Author Notes:Xianhai Tian, Lina Song, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
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Summary:A new gold-catalyzed C-H annulation of sulfilimines with N-phenylynamides is presented. As key intermediates of this operationally simple reaction, the in situ generated α-imino gold carbenes insert into the ortho C-H bonds of the phenyl groups to afford 2-aminoindoles bearing a variety of substitution patterns in high selectivities. This reaction offers a facile approach to biologically important 2-aminoindoles by using inexpensive and readily available starting materials.
Item Description:Gesehen am 12.11.2019
Physical Description:Online Resource
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b01501