Literature DB >> 24105866

Conversion of phenols into selenophenols: seleno Newman-Kwart rearrangement.

Anne Sørensen1, Brian Rasmussen, Shubham Agarwal, Magnus Schau-Magnussen, Theis I Sølling, Michael Pittelkow.   

Abstract

A 'Se'lling point: The first thermally induced OAr →SeAr migration reaction is reported, and it can be used to prepare aryl selenols in three steps from the corresponding phenols. O-aryl selenocarbamates rearrange to Se-aryl carbamates via a four-membered transition state. The aryl selenols (isolated as the diselenides) can be prepared by hydrolysis of the Se-aryl selenocarbamates.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  X-ray crystallography; density functional calculations; kinetics; rearrangement; selenium

Mesh:

Substances:

Year:  2013        PMID: 24105866     DOI: 10.1002/anie.201303773

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

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Authors:  Thibault Gendron; Raul Pereira; Hafsa Y Abdi; Timothy H Witney; Erik Årstad
Journal:  Org Lett       Date:  2019-12-18       Impact factor: 6.005

2.  A "weak acid and weak base" type fluorescent probe for sensing pH: mechanism and application in living cells.

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Journal:  RSC Adv       Date:  2019-07-04       Impact factor: 4.036

3.  Semisynthesis of Selenoauraptene.

Authors:  Serena Fiorito; Francesco Epifano; Lorenzo Marchetti; Salvatore Genovese
Journal:  Molecules       Date:  2021-05-10       Impact factor: 4.411

  3 in total

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