Literature DB >> 27500856

Synthesis of N-(2-Hydroxyaryl)benzotriazoles via Metal-Free O-Arylation and N-O Bond Cleavage.

Zhi-Xin Wang1, Wei-Min Shi1, Hong-Yan Bi1, Xiao-Hua Li1, Gui-Fa Su1, Dong-Liang Mo1.   

Abstract

A metal-free method for synthesis of N-(2-hydroxyaryl)benzotriazoles via O-arylation of N-hydroxybenzotriazoles with readily available diaryliodonium salts and sequential N-O bond cleavage under mild conditions has been developed. The [3,3]-rearrangement of N-O bond cleavage could take place on the N instead of C atom. The reaction was compatible with diverse functional groups and a new type of P,N-ligand was synthesized in three steps.

Entities:  

Year:  2016        PMID: 27500856     DOI: 10.1021/acs.joc.6b01390

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  The Disappearing Director: The Case of Directed N-Arylation via a Removable Hydroxyl Group.

Authors:  Magdalena R Andrzejewska; Prasanna K Vuram; Narender Pottabathini; Venkateshwarlu Gurram; Siva Subrahmanyam Relangi; Kirill A Korvinson; Raju Doddipalla; Lothar Stahl; Michelle C Neary; Padmanava Pradhan; Somesh Sharma; Mahesh K Lakshman
Journal:  Adv Synth Catal       Date:  2018-04-16       Impact factor: 5.837

2.  Enantiospecific sp2 -sp3 Coupling of ortho- and para-Phenols with Secondary and Tertiary Boronic Esters.

Authors:  Claire M Wilson; Venkataraman Ganesh; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-28       Impact factor: 15.336

  2 in total

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