Published June 17, 2016 | Version Campus-Access Only
Journal Article

Synthesis of Aryl Ketoamides via Aryne Insertion into Imides

Abstract

An insertion of arenes into both imides and anhydrides via reactive aryne intermediates is presented. The reaction is performed under exceptionally mild conditions, and the corresponding ketoamide products are amenable to derivatization to deliver a variety of synthetically useful motifs such as quinolones, indoles, and ketoanilines.

Additional Information

© 2016 American Chemical Society. Publication Date (Web): June 7, 2016. The authors thank the NSF (CCE 1265591), Caltech, and Amgen for financial support. G.L. is grateful to the Swiss National Science Foundation (SNSF) for a postdoctoral fellowship. Dr. Scott C. Virgil (Caltech) is thanked for assistance with compound isolation. Dr. Mona Shahgholi (Caltech) is acknowledged for help in structural determination and characterizations. The authors declare no competing financial interest.

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Additional details

Identifiers

Eprint ID
67803
DOI
10.1021/acs.orglett.6b00994
Resolver ID
CaltechAUTHORS:20160609-145221780

Related works

Funding

NSF
CCE-1265591
Caltech
Amgen
Swiss National Science Foundation (SNSF)

Dates

Created
2016-06-10
Created from EPrint's datestamp field
Updated
2021-11-11
Created from EPrint's last_modified field