Silver-mediated oxidative annulation of N-arylthio succinimides with alkynes: direct access to benzo[b]thiophenes
Literature Information
Publication Date
2016-07-25
DOI
10.1039/C6QO00259E
Impact Factor
5.281
Authors
E. Ramesh, Majji Shankar, Suman Dana, Akhila K. Sahoo
View Original
Abstract
A convenient synthetic route to 2,3-diarylbenzo[b]thiophene derivatives via Ag-catalyzed intermolecular oxidative cyclization between bench-stable N-arylthio succinimides and unactivated internal alkynes is demonstrated herein. The reaction indicates a broad scope, facilitating the construction of diverse arrays of π-conjugated 2,3-diaryl substituted benzothiophenes. The method involves oxidative cleavage of the S–N bond and annulation of alkynes with the concurrent 1,2-S-migration to yield benzo[b]thiophenes.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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CAS Number:
4162-45-2
Molecular Formula:
C19H20Br4O4
![10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine structure](https://static.chemtradehub.com/structs/292/29216-28-2-1d81.webp "10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine structure")
10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine
CAS Number:
29216-28-2
Molecular Formula:
C20H22N2S
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