Literature DB >> 22540873

Regioselective synthesis of heteroaryl triflones by LDA (lithium diisopropylamide)-mediated anionic thia-Fries rearrangement.

Xiu-Hua Xu1, Xin Wang, Guo-kai Liu, Etsuko Tokunaga, Norio Shibata.   

Abstract

Novel heteroaryl triflones including oxindole, pyrazolone, pyridine, and quinoline derivatives have been regioselectively synthesized by LDA-mediated thia-Fries rearrangement for the first time. These reactions are also the first examples of the application of anionic thia-Fries rearrangement in heteroaromatic compounds.

Entities:  

Year:  2012        PMID： 22540873     DOI： 10.1021/ol300842d

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


  4 in total

1.  Diversity-oriented functionalization of 2-pyridones and uracils.

Authors:  Yong Shang; Chenggui Wu; Qianwen Gao; Chang Liu; Lisha Li; Xinping Zhang; Hong-Gang Cheng; Shanshan Liu; Qianghui Zhou
Journal:  Nat Commun       Date:  2021-05-20       Impact factor: 14.919

2.  Diastereoselective additive trifluoromethylation/halogenation of isoxazole triflones: synthesis of all-carbon-functionalized trifluoromethyl isoxazoline triflones.

Authors:  Hiroyuki Kawai; Yutaka Sugita; Etsuko Tokunaga; Hiroyasu Sato; Motoo Shiro; Norio Shibata
Journal:  ChemistryOpen       Date:  2014-02-13       Impact factor: 2.911

3.  Synthesis of Aryl Triflones through the Trifluoromethanesulfonylation of Benzynes.

Authors:  Yuji Sumii; Yutaka Sugita; Etsuko Tokunaga; Norio Shibata
Journal:  ChemistryOpen       Date:  2018-02-27       Impact factor: 2.911

4.  Development of a Suzuki cross-coupling reaction between 2-azidoarylboronic pinacolate esters and vinyl triflates to enable the synthesis of [2,3]-fused indole heterocycles.

Authors:  Navendu Jana; Quyen Nguyen; Tom G Driver
Journal:  J Org Chem       Date:  2014-03-12       Impact factor: 4.354
  4 in total

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