Literature DB >> 27266278

Synthesis of Aryl Ketoamides via Aryne Insertion into Imides.

Austin C Wright1, Christopher K Haley1, Guillaume Lapointe1, Brian M Stoltz1.   

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.

Entities:  

Year:  2016        PMID: 27266278     DOI: 10.1021/acs.orglett.6b00994

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Sequential cycloaddition and ring expansion reaction of arynes and methylenebenzothiopheneones: synthesis of a benzo-fused eight-membered ring via sulfonium ylides.

Authors:  Peng Xiao; Shikuan Su; Wei Wang; Weiguo Cao; Jie Chen; Jian Li; Yali Chen
Journal:  RSC Adv       Date:  2019-11-29       Impact factor: 3.361

2.  Synthesis and Utilization of Nitroalkyne Equivalents in Batch and Continuous Flow.

Authors:  Peter D Morse; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-04       Impact factor: 15.336

Review 3.  Transition-Metal-Free Activation of Amide Bond by Arynes.

Authors:  Hideto Miyabe
Journal:  Molecules       Date:  2018-08-27       Impact factor: 4.411

4.  Formation of Synthetically Versatile 2-Aminobenzophenones from Readily Accessed Acyl Hydrazides.

Authors:  Nehaal Ahmed; André Shamsabadi; Vijay Chudasama
Journal:  ACS Omega       Date:  2019-12-17
  4 in total

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